DK170977B1 - Fremgangsmåde til fremstilling af lactulose - Google Patents

Fremgangsmåde til fremstilling af lactulose Download PDF

Info

Publication number: DK170977B1
Authority: DK; Denmark
Prior art keywords: lactose; lactulose; isomerization; hydrogen peroxide; oxidizing agent
Prior art date: 1988-04-28

Application number

DK198989A

Other languages

Danish (da)

English (en)

Other versions

DK198989D0 (da

DK198989A (da

Inventor

Walterus Theodorus De Haar

Hendrik Pluim

Original Assignee

Duphar Int Res

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.)

1988-04-28

Filing date

1989-04-25

Publication date

1996-04-09

1989-04-25 Application filed by Duphar Int Res filed Critical Duphar Int Res

1989-04-25 Publication of DK198989D0 publication Critical patent/DK198989D0/da

1989-10-29 Publication of DK198989A publication Critical patent/DK198989A/da

1996-04-09 Application granted granted Critical

1996-04-09 Publication of DK170977B1 publication Critical patent/DK170977B1/da

Links

238000000034 method Methods 0.000 title claims abstract description 18
JCQLYHFGKNRPGE-FCVZTGTOSA-N lactulose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 JCQLYHFGKNRPGE-FCVZTGTOSA-N 0.000 title claims abstract description 14
229960000511 lactulose Drugs 0.000 title claims abstract description 14
PFCRQPBOOFTZGQ-UHFFFAOYSA-N lactulose keto form Natural products OCC(=O)C(O)C(C(O)CO)OC1OC(CO)C(O)C(O)C1O PFCRQPBOOFTZGQ-UHFFFAOYSA-N 0.000 title claims abstract description 14
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 23
238000006317 isomerization reaction Methods 0.000 claims abstract description 16
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims abstract description 15
239000008101 lactose Substances 0.000 claims abstract description 15
UKLNMMHNWFDKNT-UHFFFAOYSA-M sodium chlorite Chemical compound [Na+].[O-]Cl=O UKLNMMHNWFDKNT-UHFFFAOYSA-M 0.000 claims abstract description 9
229960002218 sodium chlorite Drugs 0.000 claims abstract description 6
239000011541 reaction mixture Substances 0.000 claims abstract description 5
239000007800 oxidant agent Substances 0.000 claims description 9
230000002378 acidificating effect Effects 0.000 claims description 3
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 2
238000004519 manufacturing process Methods 0.000 claims 1
239000011780 sodium chloride Substances 0.000 claims 1
239000000825 pharmaceutical preparation Substances 0.000 abstract 1
229940127557 pharmaceutical product Drugs 0.000 abstract 1
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
238000000354 decomposition reaction Methods 0.000 description 5
239000000047 product Substances 0.000 description 5
238000002474 experimental method Methods 0.000 description 4
239000000203 mixture Substances 0.000 description 4
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 4
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 3
238000000746 purification Methods 0.000 description 3
239000011347 resin Substances 0.000 description 3
229920005989 resin Polymers 0.000 description 3
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 3
238000012360 testing method Methods 0.000 description 3
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
OSVXSBDYLRYLIG-UHFFFAOYSA-N dioxidochlorine(.) Chemical compound O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
150000003009 phosphonic acids Chemical class 0.000 description 2
239000011734 sodium Substances 0.000 description 2
229940079827 sodium hydrogen sulfite Drugs 0.000 description 2
235000010265 sodium sulphite Nutrition 0.000 description 2
150000003460 sulfonic acids Chemical class 0.000 description 2
239000006188 syrup Substances 0.000 description 2
235000020357 syrup Nutrition 0.000 description 2
NCPXQVVMIXIKTN-UHFFFAOYSA-N trisodium;phosphite Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])[O-] NCPXQVVMIXIKTN-UHFFFAOYSA-N 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
239000004155 Chlorine dioxide Substances 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
230000032683 aging Effects 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
235000019398 chlorine dioxide Nutrition 0.000 description 1
229910001902 chlorine oxide Inorganic materials 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
238000005342 ion exchange Methods 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
239000012264 purified product Substances 0.000 description 1
238000013112 stability test Methods 0.000 description 1
239000002351 wastewater Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- 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
- C07H3/04—Disaccharides

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)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicinal Preparation (AREA)

DK198989A 1988-04-28 1989-04-25 Fremgangsmåde til fremstilling af lactulose DK170977B1 (da)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
NL8801102		1988-04-28
NL8801102		1988-04-28

Publications (3)

Publication Number	Publication Date
DK198989D0 DK198989D0 (da)	1989-04-25
DK198989A DK198989A (da)	1989-10-29
DK170977B1 true DK170977B1 (da)	1996-04-09

Family

ID=19852220

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DK198989A DK170977B1 (da)	1988-04-28	1989-04-25	Fremgangsmåde til fremstilling af lactulose

Country Status (13)

Country	Link
US (1)	US5026430A (de)
EP (1)	EP0339749B1 (de)
JP (1)	JP2675614B2 (de)
AT (1)	ATE113055T1 (de)
AU (1)	AU609969B2 (de)
CA (1)	CA1319933C (de)
DE (1)	DE68918887T2 (de)
DK (1)	DK170977B1 (de)
ES (1)	ES2061936T3 (de)
IE (1)	IE65054B1 (de)
IL (1)	IL90086A0 (de)
NZ (1)	NZ228900A (de)
ZA (1)	ZA893097B (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NZ536784A (en) *	2002-06-04	2006-04-28	Morinaga Milk Industry Co Ltd	Process for producing lacturose-containing powder composition, lacturose-containing powder composition obtained by the process and feed additive
RU2734782C1 (ru) *	2020-04-15	2020-10-23	Общество с ограниченной ответственностью «Завод глубокой переработки молока «ЛактоПром»	Способ производства лактулозы

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AT288595B (de) *	1969-02-07	1971-03-10	Laevosan Gmbh & Co Kg	Verfahren zur Herstellung von Lactulose-Konzentrat
US4196017A (en) *	1979-01-29	1980-04-01	Holly Sugar Corporation	Method for reducing color impurities in sugar-containing syrups
US4536221A (en) *	1982-12-17	1985-08-20	Sirac Spa	Process for preparing lactulose from lactose, in the form of a syrup or a crystalline product
IT1163540B (it) *	1983-06-20	1987-04-08	Sirac Srl	Procedimento per la purificazione dello sciroppo di lattulosio
IE68841B1 (en) *	1988-03-18	1996-07-10	Duphar Int Res	Method of preparing solid lactulose
EP0375046B1 (de) *	1988-12-21	1994-04-13	Duphar International Research B.V	Verfahren zur Herstellung von Lactulose

1989
- 1989-04-25 IE IE133189A patent/IE65054B1/en not_active IP Right Cessation
- 1989-04-25 JP JP1103568A patent/JP2675614B2/ja not_active Expired - Lifetime
- 1989-04-25 IL IL90086A patent/IL90086A0/xx unknown
- 1989-04-25 DK DK198989A patent/DK170977B1/da not_active IP Right Cessation
- 1989-04-25 CA CA000597673A patent/CA1319933C/en not_active Expired - Lifetime
- 1989-04-26 NZ NZ228900A patent/NZ228900A/en unknown
- 1989-04-26 EP EP89201072A patent/EP0339749B1/de not_active Expired - Lifetime
- 1989-04-26 AU AU33391/89A patent/AU609969B2/en not_active Expired
- 1989-04-26 ZA ZA893097A patent/ZA893097B/xx unknown
- 1989-04-26 AT AT89201072T patent/ATE113055T1/de not_active IP Right Cessation
- 1989-04-26 DE DE68918887T patent/DE68918887T2/de not_active Expired - Lifetime
- 1989-04-26 ES ES89201072T patent/ES2061936T3/es not_active Expired - Lifetime
1990
- 1990-08-13 US US07/566,314 patent/US5026430A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
DE68918887T2 (de)	1995-02-23
IE65054B1 (en)	1995-10-04
NZ228900A (en)	1990-12-21
IE891331L (en)	1989-10-28
JPH01313490A (ja)	1989-12-18
AU609969B2 (en)	1991-05-09
DK198989D0 (da)	1989-04-25
ES2061936T3 (es)	1994-12-16
ZA893097B (en)	1990-01-31
EP0339749B1 (de)	1994-10-19
ATE113055T1 (de)	1994-11-15
US5026430A (en)	1991-06-25
AU3339189A (en)	1989-11-02
CA1319933C (en)	1993-07-06
IL90086A0 (en)	1989-12-15
DE68918887D1 (de)	1994-11-24
EP0339749A1 (de)	1989-11-02
JP2675614B2 (ja)	1997-11-12
DK198989A (da)	1989-10-29

Legal Events

Date	Code	Title	Description
1996-04-09	B1	Patent granted (law 1993)
2009-05-11	PUP	Patent expired

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