LV13585B - An improved process for producing chlorinated sucrose - Google Patents

An improved process for producing chlorinated sucrose Download PDF

Info

Publication number: LV13585B
Authority: LV; Latvia
Prior art keywords: sucrose; chlorinated; drying; chlorinated sucrose; derivatives
Prior art date: 2004-03-19

Application number

LVP-06-113A

Other languages

English (en)

Latvian (lv)

Inventor

Ratnam Rakesh

Kulkarni Shrikant

Aurora Suneet

Original Assignee

Pharmed Medicare Pvt Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2004-03-19

Filing date

2006-10-04

Publication date

2007-11-20

2004-03-19 Priority claimed from PCT/IN2004/000064 external-priority patent/WO2005090376A1/en

2006-10-04 Application filed by Pharmed Medicare Pvt Ltd filed Critical Pharmed Medicare Pvt Ltd

2007-11-20 Publication of LV13585B publication Critical patent/LV13585B/en

Links

238000000034 method Methods 0.000 title claims abstract description 139
230000008569 process Effects 0.000 title claims abstract description 103
150000003445 sucroses Chemical class 0.000 title claims abstract description 77
238000001035 drying Methods 0.000 claims abstract description 58
239000000543 intermediate Substances 0.000 claims abstract description 51
239000007787 solid Substances 0.000 claims abstract description 46
238000002425 crystallisation Methods 0.000 claims abstract description 27
230000008025 crystallization Effects 0.000 claims abstract description 25
239000011541 reaction mixture Substances 0.000 claims abstract description 23
238000000605 extraction Methods 0.000 claims abstract description 21
230000020176 deacylation Effects 0.000 claims abstract description 19
238000005947 deacylation reaction Methods 0.000 claims abstract description 19
239000000126 substance Substances 0.000 claims abstract description 17
238000004519 manufacturing process Methods 0.000 claims abstract description 16
239000000284 extract Substances 0.000 claims abstract description 12
238000011084 recovery Methods 0.000 claims abstract description 12
239000010409 thin film Substances 0.000 claims abstract description 12
238000000746 purification Methods 0.000 claims abstract description 10
238000000194 supercritical-fluid extraction Methods 0.000 claims abstract description 7
150000004703 alkoxides Chemical class 0.000 claims abstract description 6
238000001599 direct drying Methods 0.000 claims abstract description 5
239000008247 solid mixture Substances 0.000 claims abstract description 5
238000000638 solvent extraction Methods 0.000 claims abstract description 4
150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract 2
239000000047 product Substances 0.000 claims description 65
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 64
239000002904 solvent Substances 0.000 claims description 52
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 51
239000007788 liquid Substances 0.000 claims description 34
239000000203 mixture Substances 0.000 claims description 30
238000005660 chlorination reaction Methods 0.000 claims description 29
238000006243 chemical reaction Methods 0.000 claims description 28
239000000843 powder Substances 0.000 claims description 19
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
238000004440 column chromatography Methods 0.000 claims description 16
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 15
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 14
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 14
229930006000 Sucrose Natural products 0.000 claims description 13
239000005720 sucrose Substances 0.000 claims description 13
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 12
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims description 12
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
239000002245 particle Substances 0.000 claims description 9
239000012467 final product Substances 0.000 claims description 7
235000000346 sugar Nutrition 0.000 claims description 7
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
238000001816 cooling Methods 0.000 claims description 6
230000004048 modification Effects 0.000 claims description 6
238000012986 modification Methods 0.000 claims description 6
239000000741 silica gel Substances 0.000 claims description 6
229910002027 silica gel Inorganic materials 0.000 claims description 6
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 5
239000012141 concentrate Substances 0.000 claims description 4
235000013305 food Nutrition 0.000 claims description 4
BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 claims description 4
239000007921 spray Substances 0.000 claims description 4
239000003463 adsorbent Substances 0.000 claims description 3
239000000287 crude extract Substances 0.000 claims description 3
238000010438 heat treatment Methods 0.000 claims description 3
AFHCRQREQZIDSI-OVUASUNJSA-N [(2r,3s,4s,5r,6r)-6-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(=O)C=2C=CC=CC=2)O1 AFHCRQREQZIDSI-OVUASUNJSA-N 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
150000001408 amides Chemical class 0.000 claims description 2
239000008123 high-intensity sweetener Substances 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
239000013067 intermediate product Substances 0.000 claims description 2
235000013615 non-nutritive sweetener Nutrition 0.000 claims description 2
AFHCRQREQZIDSI-UHFFFAOYSA-N sucrose-6-benzoate Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC(=O)C=2C=CC=CC=2)O1 AFHCRQREQZIDSI-UHFFFAOYSA-N 0.000 claims description 2
239000000606 toothpaste Substances 0.000 claims description 2
229940034610 toothpaste Drugs 0.000 claims description 2
239000003153 chemical reaction reagent Substances 0.000 claims 6
229960004793 sucrose Drugs 0.000 claims 4
229910000272 alkali metal oxide Inorganic materials 0.000 claims 2
QQVDYSUDFZZPSU-UHFFFAOYSA-M chloromethylidene(dimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)=CCl QQVDYSUDFZZPSU-UHFFFAOYSA-M 0.000 claims 2
238000003809 water extraction Methods 0.000 claims 2
229920000715 Mucilage Polymers 0.000 claims 1
239000000853 adhesive Substances 0.000 claims 1
230000015556 catabolic process Effects 0.000 claims 1
235000015218 chewing gum Nutrition 0.000 claims 1
229940112822 chewing gum Drugs 0.000 claims 1
238000011109 contamination Methods 0.000 claims 1
238000006731 degradation reaction Methods 0.000 claims 1
238000003795 desorption Methods 0.000 claims 1
238000001704 evaporation Methods 0.000 claims 1
150000007529 inorganic bases Chemical class 0.000 claims 1
239000000463 material Substances 0.000 claims 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
239000013618 particulate matter Substances 0.000 claims 1
239000000725 suspension Substances 0.000 claims 1
239000012535 impurity Substances 0.000 abstract description 6
238000001694 spray drying Methods 0.000 abstract description 6
238000004108 freeze drying Methods 0.000 abstract description 3
229910001854 alkali hydroxide Inorganic materials 0.000 abstract 1
150000004679 hydroxides Chemical class 0.000 abstract 1
239000000243 solution Substances 0.000 description 27
150000003839 salts Chemical class 0.000 description 17
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 9
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
239000003960 organic solvent Substances 0.000 description 9
238000002955 isolation Methods 0.000 description 7
239000006188 syrup Substances 0.000 description 7
235000020357 syrup Nutrition 0.000 description 7
230000001476 alcoholic effect Effects 0.000 description 5
230000008901 benefit Effects 0.000 description 5
150000003511 tertiary amides Chemical class 0.000 description 5
239000003513 alkali Substances 0.000 description 4
238000004587 chromatography analysis Methods 0.000 description 4
239000010408 film Substances 0.000 description 4
238000004128 high performance liquid chromatography Methods 0.000 description 4
239000004615 ingredient Substances 0.000 description 4
238000004809 thin layer chromatography Methods 0.000 description 4
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
150000001805 chlorine compounds Chemical class 0.000 description 3
235000008504 concentrate Nutrition 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
230000006872 improvement Effects 0.000 description 3
235000014666 liquid concentrate Nutrition 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
238000012545 processing Methods 0.000 description 3
239000012265 solid product Substances 0.000 description 3
241000244489 Navia Species 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 2
238000013019 agitation Methods 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000012267 brine Substances 0.000 description 2
238000011097 chromatography purification Methods 0.000 description 2
239000012043 crude product Substances 0.000 description 2
-1 cyciohexane Chemical compound 0.000 description 2
239000002024 ethyl acetate extract Substances 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
238000004508 fractional distillation Methods 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
239000012263 liquid product Substances 0.000 description 2
239000006193 liquid solution Substances 0.000 description 2
239000000401 methanolic extract Substances 0.000 description 2
239000006072 paste Substances 0.000 description 2
239000000376 reactant Substances 0.000 description 2
238000000926 separation method Methods 0.000 description 2
238000010898 silica gel chromatography Methods 0.000 description 2
239000002002 slurry Substances 0.000 description 2
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
150000008163 sugars Chemical class 0.000 description 2
WQZGKKKJIJFFOK-SVZMEOIVSA-N (+)-Galactose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-SVZMEOIVSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
MJNIWUJSIGSWKK-UHFFFAOYSA-N Riboflavine 2',3',4',5'-tetrabutanoate Chemical compound CCCC(=O)OCC(OC(=O)CCC)C(OC(=O)CCC)C(OC(=O)CCC)CN1C2=CC(C)=C(C)C=C2N=C2C1=NC(=O)NC2=O MJNIWUJSIGSWKK-UHFFFAOYSA-N 0.000 description 1
SGPGESCZOCHFCL-UHFFFAOYSA-N Tilisolol hydrochloride Chemical compound [Cl-].C1=CC=C2C(=O)N(C)C=C(OCC(O)C[NH2+]C(C)(C)C)C2=C1 SGPGESCZOCHFCL-UHFFFAOYSA-N 0.000 description 1
241000700605 Viruses Species 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
238000013459 approach Methods 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
229910001863 barium hydroxide Inorganic materials 0.000 description 1
235000013361 beverage Nutrition 0.000 description 1
238000009835 boiling Methods 0.000 description 1
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
239000000920 calcium hydroxide Substances 0.000 description 1
229910001861 calcium hydroxide Inorganic materials 0.000 description 1
150000001720 carbohydrates Chemical class 0.000 description 1
235000014633 carbohydrates Nutrition 0.000 description 1
238000005119 centrifugation Methods 0.000 description 1
230000008859 change Effects 0.000 description 1
239000003610 charcoal Substances 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
239000013078 crystal Substances 0.000 description 1
230000006196 deacetylation Effects 0.000 description 1
238000003381 deacetylation reaction Methods 0.000 description 1
239000007857 degradation product Substances 0.000 description 1
238000001212 derivatisation Methods 0.000 description 1
238000010586 diagram Methods 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
239000003480 eluent Substances 0.000 description 1
238000010828 elution Methods 0.000 description 1
235000003599 food sweetener Nutrition 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
229910001504 inorganic chloride Inorganic materials 0.000 description 1
OHZZTXYKLXZFSZ-UHFFFAOYSA-I manganese(3+) 5,10,15-tris(1-methylpyridin-1-ium-4-yl)-20-(1-methylpyridin-4-ylidene)porphyrin-22-ide pentachloride Chemical compound [Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Mn+3].C1=CN(C)C=CC1=C1C(C=C2)=NC2=C(C=2C=C[N+](C)=CC=2)C([N-]2)=CC=C2C(C=2C=C[N+](C)=CC=2)=C(C=C2)N=C2C(C=2C=C[N+](C)=CC=2)=C2N=C1C=C2 OHZZTXYKLXZFSZ-UHFFFAOYSA-I 0.000 description 1
239000002609 medium Substances 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
238000012856 packing Methods 0.000 description 1
DDBREPKUVSBGFI-UHFFFAOYSA-N phenobarbital Chemical compound C=1C=CC=CC=1C1(CC)C(=O)NC(=O)NC1=O DDBREPKUVSBGFI-UHFFFAOYSA-N 0.000 description 1
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
150000003109 potassium Chemical class 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical class CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
239000012264 purified product Substances 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
238000011160 research Methods 0.000 description 1
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
238000001256 steam distillation Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
239000003765 sweetening agent Substances 0.000 description 1
239000011269 tar Substances 0.000 description 1
238000012360 testing method Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/02—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to halogen
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Health & Medical Sciences (AREA)
Biochemistry (AREA)
Biotechnology (AREA)
General Health & Medical Sciences (AREA)
Genetics & Genomics (AREA)
Molecular Biology (AREA)
Life Sciences & Earth Sciences (AREA)
Saccharide Compounds (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

LVP-06-113A 2004-03-19 2006-10-04 An improved process for producing chlorinated sucrose LV13585B (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
PCT/IN2004/000064 WO2005090376A1 (en)	2004-03-19	2004-03-19	An improved process for producing chlorinated sucrose
IN563MU2004		2004-05-17

Publications (1)

Publication Number	Publication Date
LV13585B true LV13585B (en)	2007-11-20

Family

ID=34958570

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
LVP-06-113A LV13585B (en)	2004-03-19	2006-10-04	An improved process for producing chlorinated sucrose

Country Status (14)

Country	Link
US (1)	US20090324513A1 (de)
EP (1)	EP1735327B1 (de)
JP (1)	JP2007529505A (de)
KR (1)	KR20080043194A (de)
AT (1)	ATE508136T1 (de)
AU (1)	AU2004317336A1 (de)
CA (1)	CA2560284A1 (de)
DE (1)	DE602004032578D1 (de)
EA (1)	EA200601742A1 (de)
IL (1)	IL178046A0 (de)
LV (1)	LV13585B (de)
MX (1)	MXPA06010665A (de)
NZ (1)	NZ550064A (de)
WO (1)	WO2005090374A1 (de)

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CA2582449A1 (en) *	2004-09-30	2006-04-13	Dr. Reddy's Laboratories Ltd.	Amorphous atorvastatin calcium
WO2006061854A2 (en) *	2004-12-10	2006-06-15	Pharmed Medicare Private Limited	CONTROL OF pH BY DIRECT ADDITION OF CARBONATES AND BICARBONATES DURING CONCENTRATION OF ORGANIC SOLVENT EXTRACTS OF 6- ACETYL- 4,1 ‘, 6' TRICHLOROGALACTOSUCROSE AND 4,1 ‘, 6' TRICHLOROGALACTOSUCROSE
WO2006072965A2 (en) *	2005-01-03	2006-07-13	Pharmed Medicare Private Limited	Sucrose-6-ester chlorination by co-addition of chlorination reagent.
US7741477B2 (en)	2006-01-10	2010-06-22	Alembic Limited	Process for purification of sucralose
CN101437832A (zh) *	2006-03-22	2009-05-20	V.B.医疗保险私人有限公司	卤化蔗糖的新型结晶方法以及新型结晶和非晶形式
US8436156B2 (en)	2008-01-04	2013-05-07	Tate & Lyle Technology Limited	Method for the production of sucralose
EP2254677A1 (de)	2008-03-20	2010-12-01	Tate & Lyle Technology Limited	Entfernung von säuren aus tertiäramid-lösungsmitteln
US8436157B2 (en) *	2008-03-26	2013-05-07	Tate & Lyle Technology Limited	Method for the production of sucralose
KR20100127875A (ko)	2008-04-03	2010-12-06	테이트 앤드 라일 테크놀러지 리미티드	수크랄로오스 추출 효율에 대한 탄수화물 농도의 효과
US8497367B2 (en)	2008-04-03	2013-07-30	Tate & Lyle Technology Limited	Sucralose purification process
US7862744B2 (en) *	2008-07-23	2011-01-04	Mamtek International Limited	Methods and systems for preparing materials for sucralose production
GB2468936B (en)	2009-03-27	2011-09-07	Mohamad Rami Radwan Jaber	Chlorination of sucrose-6-esters
GB2469157B (en) *	2009-03-30	2011-07-06	John Kerr	Process for removing dimethylamine during sucralose production
GB2471348B (en)	2009-06-22	2011-12-14	Tate & Lyle Technology Ltd	A method for producing sucralose-6-acylate
GB2474310B (en)	2009-10-12	2012-02-29	Tate & Lyle Technology Ltd	Process for the production of sucrose-6-ester
GB2474311B (en)	2009-10-12	2012-10-17	Tate & Lyle Technology Ltd	Low temperature, single solvent process for the production of sucrose-6-ester
EP2643338B1 (de)	2010-11-23	2016-04-06	Lexington Pharmaceuticals Laboratories, LLC	Niedrigtemperatur-chlorierung von kohlenhydraten
WO2013056128A1 (en)	2011-10-14	2013-04-18	Lexington Pharmaceuticals Laboratories, Llc	Chlorination of carbohydrates and carbohydrate derivatives
US20140215970A1 (en) *	2013-02-04	2014-08-07	Honeywell International Inc.	METHODS OF HANDLING CHLORINATED COMPOUNDS USED FOR MANUFACTURING HFO-1234yf
GB2536480B (en)	2015-03-17	2019-09-04	Tate & Lyle Tech Ltd	DMF Distillation

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US4435440A (en) *	1976-01-08	1984-03-06	Tate & Lyle Limited	Sweeteners
DE3065399D1 (en) *	1979-12-18	1983-11-24	Tate & Lyle Plc	Crystalline 4,1',6'-trichloro-4,1',6'-trideoxy-galactosucrose
ATE9355T1 (de) *	1980-07-08	1984-09-15	Tate & Lyle Public Limited Company	Verfahren zur herstellung von 4,1',6'-trichlor4,1',6'-trideoxygalactosucrose (tgs).
GB8617222D0 (en) *	1986-07-15	1986-08-20	Tate & Lyle Plc	Sweetener
US4980463A (en) *	1989-07-18	1990-12-25	Noramco, Inc.	Sucrose-6-ester chlorination
DE4114185C1 (de)	1991-04-30	1993-02-04	Battelle-Institut E.V., 6000 Frankfurt, De
US5227182A (en) *	1991-07-17	1993-07-13	Wm. Wrigley Jr. Company	Method of controlling release of sucralose in chewing gum using cellulose derivatives and gum produced thereby
US5498709A (en) *	1994-10-17	1996-03-12	Mcneil-Ppc, Inc.	Production of sucralose without intermediate isolation of crystalline sucralose-6-ester
DE60133928D1 (de) *	2000-11-17	2008-06-19	Tate & Lyle Technology Ltd	Schmelzbare sucralosezusammensetzung
AU2002226918B2 (en) *	2000-11-17	2006-05-25	Tate & Lyle Technology Limited	Improved sucralose composition and process for the crystallization thereof

2004
- 2004-05-20 JP JP2007503498A patent/JP2007529505A/ja not_active Abandoned
- 2004-05-20 MX MXPA06010665A patent/MXPA06010665A/es unknown
- 2004-05-20 US US10/593,158 patent/US20090324513A1/en not_active Abandoned
- 2004-05-20 NZ NZ550064A patent/NZ550064A/en unknown
- 2004-05-20 KR KR1020067019138A patent/KR20080043194A/ko not_active Withdrawn
- 2004-05-20 AU AU2004317336A patent/AU2004317336A1/en not_active Abandoned
- 2004-05-20 CA CA002560284A patent/CA2560284A1/en not_active Abandoned
- 2004-05-20 AT AT04770659T patent/ATE508136T1/de not_active IP Right Cessation
- 2004-05-20 EA EA200601742A patent/EA200601742A1/ru unknown
- 2004-05-20 EP EP04770659A patent/EP1735327B1/de not_active Expired - Lifetime
- 2004-05-20 WO PCT/IN2004/000142 patent/WO2005090374A1/en not_active Ceased
- 2004-05-20 DE DE602004032578T patent/DE602004032578D1/de not_active Expired - Lifetime
2006
- 2006-09-12 IL IL178046A patent/IL178046A0/en unknown
- 2006-10-04 LV LVP-06-113A patent/LV13585B/en unknown

Also Published As

Publication number	Publication date
EA200601742A1 (ru)	2007-02-27
CA2560284A1 (en)	2005-09-29
JP2007529505A (ja)	2007-10-25
DE602004032578D1 (de)	2011-06-16
EP1735327B1 (de)	2011-05-04
MXPA06010665A (es)	2007-03-28
WO2005090374A8 (en)	2008-03-06
AU2004317336A1 (en)	2005-09-29
ATE508136T1 (de)	2011-05-15
EP1735327A1 (de)	2006-12-27
NZ550064A (en)	2010-06-25
WO2005090374A1 (en)	2005-09-29
IL178046A0 (en)	2006-12-31
KR20080043194A (ko)	2008-05-16
US20090324513A1 (en)	2009-12-31

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