IE40084L - Preparation of sucrose derivatives - Google Patents
Preparation of sucrose derivativesInfo
- Publication number
- IE40084L IE40084L IE217674A IE217674A IE40084L IE 40084 L IE40084 L IE 40084L IE 217674 A IE217674 A IE 217674A IE 217674 A IE217674 A IE 217674A IE 40084 L IE40084 L IE 40084L
- Authority
- IE
- Ireland
- Prior art keywords
- product
- preparation
- hexaacetate
- sucrose
- stage
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title abstract 3
- 150000003445 sucroses Chemical class 0.000 title abstract 3
- 239000000047 product Substances 0.000 abstract 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- CLNTYBMYKFEPCU-GWRCVIBKSA-N (2s,3s,4s,5r,6r)-2-(chloromethyl)-6-[(2r,3s,4s,5s)-5-(chloromethyl)-3,4-dihydroxy-2-(hydroxymethyl)oxolan-2-yl]oxyoxane-3,4,5-triol Chemical compound O([C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CCl)O1)O)[C@@]1(CO)O[C@H](CCl)[C@@H](O)[C@@H]1O CLNTYBMYKFEPCU-GWRCVIBKSA-N 0.000 abstract 2
- 239000006227 byproduct Substances 0.000 abstract 2
- 238000000746 purification Methods 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 abstract 1
- 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 abstract 1
- 229930006000 Sucrose Natural products 0.000 abstract 1
- 230000021736 acetylation Effects 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 230000006196 deacetylation Effects 0.000 abstract 1
- 238000003381 deacetylation reaction Methods 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 239000005720 sucrose Substances 0.000 abstract 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- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
Abstract
6,6'-Dichloro-6,6'-dideoxysucrose is prepared by the following reaction steps: a) reaction of sucrose with methanesulphonyl chloride in N,N-dimethylformamide, b) complete acetylation of the resulting chlorinated sucrose and isolation of the acetylated product containing 6,6'-dichloro-6,6'-dideoxysucrose hexaacetate, c) purification of the said hexaacetate and d) deacetylation of the purified hexaacetate. To suppress the formation of a trichlorinated by-product, it is advantageous to allow the reaction in stage a) to start at a temperature in the range from -40 to -15 DEG C. In order, furthermore, to remove any formate by-products which are present in the product, it is advisable for the acetylated product which has been obtained in stage b) to be deacetylated before the purification stage c) and subsequently acetylated once again. The product prepared according to the invention is used as intermediate for the preparation of sucrose derivatives which are required, for example, for the preparation of resins.
[GB1430288A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4998573A GB1430288A (en) | 1973-10-26 | 1973-10-26 | Prepration of sucrose derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE40084L true IE40084L (en) | 1975-04-26 |
| IE40084B1 IE40084B1 (en) | 1979-03-14 |
Family
ID=10454222
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE217674A IE40084B1 (en) | 1973-10-26 | 1974-10-22 | Preparation of sucrose derivatives |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS555519B2 (en) |
| BE (1) | BE821491A (en) |
| CA (1) | CA1020161A (en) |
| CH (1) | CH609063A5 (en) |
| DE (1) | DE2449870C3 (en) |
| DK (1) | DK134649B (en) |
| GB (1) | GB1430288A (en) |
| IE (1) | IE40084B1 (en) |
| IT (1) | IT1024697B (en) |
| LU (1) | LU71183A1 (en) |
| NL (1) | NL7414081A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4435440A (en) * | 1976-01-08 | 1984-03-06 | Tate & Lyle Limited | Sweeteners |
-
1973
- 1973-10-26 GB GB4998573A patent/GB1430288A/en not_active Expired
-
1974
- 1974-10-21 DE DE19742449870 patent/DE2449870C3/en not_active Expired
- 1974-10-22 CA CA211,989A patent/CA1020161A/en not_active Expired
- 1974-10-22 IE IE217674A patent/IE40084B1/en unknown
- 1974-10-23 JP JP12155974A patent/JPS555519B2/ja not_active Expired
- 1974-10-24 CH CH1425974A patent/CH609063A5/en not_active IP Right Cessation
- 1974-10-25 BE BE149888A patent/BE821491A/en unknown
- 1974-10-25 LU LU71183A patent/LU71183A1/xx unknown
- 1974-10-25 IT IT7018474A patent/IT1024697B/en active
- 1974-10-25 DK DK560274A patent/DK134649B/en unknown
- 1974-10-28 NL NL7414081A patent/NL7414081A/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS555519B2 (en) | 1980-02-07 |
| GB1430288A (en) | 1976-03-31 |
| IT1024697B (en) | 1978-07-20 |
| LU71183A1 (en) | 1975-04-17 |
| DK560274A (en) | 1975-06-16 |
| DE2449870C3 (en) | 1980-09-11 |
| DE2449870A1 (en) | 1975-04-30 |
| DK134649B (en) | 1976-12-13 |
| NL7414081A (en) | 1975-04-29 |
| DK134649C (en) | 1977-05-16 |
| IE40084B1 (en) | 1979-03-14 |
| DE2449870B2 (en) | 1980-01-17 |
| CH609063A5 (en) | 1979-02-15 |
| CA1020161A (en) | 1977-11-01 |
| JPS5071612A (en) | 1975-06-13 |
| BE821491A (en) | 1975-04-25 |
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