RU2009119515A - Способ получения сукралозы хлорированием сахара трифосгеном (втс) - Google Patents
Способ получения сукралозы хлорированием сахара трифосгеном (втс) Download PDFInfo
- Publication number
- RU2009119515A RU2009119515A RU2009119515/04A RU2009119515A RU2009119515A RU 2009119515 A RU2009119515 A RU 2009119515A RU 2009119515/04 A RU2009119515/04 A RU 2009119515/04A RU 2009119515 A RU2009119515 A RU 2009119515A RU 2009119515 A RU2009119515 A RU 2009119515A
- Authority
- RU
- Russia
- Prior art keywords
- sucrose
- ester
- chlorinating
- btc
- dmf
- Prior art date
Links
- 239000004376 Sucralose Substances 0.000 title claims abstract 6
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 title claims abstract 6
- 235000019408 sucralose Nutrition 0.000 title claims abstract 6
- 238000005660 chlorination reaction Methods 0.000 title claims abstract 4
- 238000004519 manufacturing process Methods 0.000 title claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract 12
- 238000000034 method Methods 0.000 claims abstract 12
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract 8
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims abstract 8
- QQVDYSUDFZZPSU-UHFFFAOYSA-M chloromethylidene(dimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)=CCl QQVDYSUDFZZPSU-UHFFFAOYSA-M 0.000 claims abstract 6
- 239000003960 organic solvent Substances 0.000 claims abstract 5
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims abstract 4
- 239000002904 solvent Substances 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims 17
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 6
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 2
- 238000001816 cooling Methods 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 238000010792 warming Methods 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- 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
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K5/00—Lactose
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K7/00—Maltose
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Health & Medical Sciences (AREA)
- Saccharide Compounds (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Seasonings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/552,789 | 2006-10-25 | ||
| US11/552,789 US8258291B2 (en) | 2006-10-25 | 2006-10-25 | Process for the preparation of sucralose by the chlorination of sugar with triphosgene (BTC) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2009119515A true RU2009119515A (ru) | 2010-11-27 |
Family
ID=39325402
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009119515/04A RU2009119515A (ru) | 2006-10-25 | 2007-10-24 | Способ получения сукралозы хлорированием сахара трифосгеном (втс) |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US8258291B2 (enExample) |
| EP (1) | EP2094873B1 (enExample) |
| JP (1) | JP2010508285A (enExample) |
| KR (1) | KR20090082422A (enExample) |
| CN (1) | CN101631878A (enExample) |
| AT (1) | ATE515509T1 (enExample) |
| AU (1) | AU2007308947A1 (enExample) |
| BR (1) | BRPI0718178A2 (enExample) |
| CA (1) | CA2667419A1 (enExample) |
| CY (1) | CY1112434T1 (enExample) |
| DK (1) | DK2094873T3 (enExample) |
| ES (1) | ES2366063T3 (enExample) |
| MX (1) | MX2009004355A (enExample) |
| PL (1) | PL2094873T3 (enExample) |
| PT (1) | PT2094873E (enExample) |
| RU (1) | RU2009119515A (enExample) |
| SI (1) | SI2094873T1 (enExample) |
| TW (1) | TW200833706A (enExample) |
| WO (1) | WO2008052076A2 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080103295A1 (en) * | 2006-10-25 | 2008-05-01 | David Losan Ho | Process for the preparation of sucrose-6-ester by esterification in the presence of solid superacid catalyst |
| US7862744B2 (en) * | 2008-07-23 | 2011-01-04 | Mamtek International Limited | Methods and systems for preparing materials for sucralose production |
| CA2817630C (en) | 2010-11-23 | 2019-09-03 | Lexington Pharmaceuticals Laboratories, Llc | Low temperature chlorination of carbohydrates |
| US8884004B2 (en) | 2011-09-02 | 2014-11-11 | Divi's Laboratories, Ltd. | Process for the preparation of sucralose |
| DK2646452T3 (da) | 2011-10-14 | 2016-06-20 | Lexington Pharmaceutical Laboratories Llc | Chlorering af carbohydrater og carbohydratderivater |
| CN103087116A (zh) * | 2011-11-07 | 2013-05-08 | 常茂生物化学工程股份有限公司 | 三氯蔗糖的制备方法 |
| CN104774227A (zh) * | 2015-04-08 | 2015-07-15 | 常州市牛塘化工厂有限公司 | 一种蔗糖-6-乙酯的氯化方法 |
| WO2016194001A1 (en) * | 2015-05-29 | 2016-12-08 | Alaparthi Lakshmi Prasad | Processes for preparation of sugammadex and intermediates thereof |
| CN105153248A (zh) * | 2015-08-28 | 2015-12-16 | 山东康宝生化科技有限公司 | 在固体光气法合成三氯蔗糖6乙酯过程中的温度控制方法 |
| CN105111250A (zh) * | 2015-08-28 | 2015-12-02 | 山东康宝生化科技有限公司 | 一种利用固体光气进行三氯蔗糖6乙酯的制备方法 |
| JP6815932B2 (ja) * | 2017-05-31 | 2021-01-20 | 株式会社トクヤマ | Ｎ−カルバメート保護カルボキシ無水物の製造方法 |
| CN108203452B (zh) * | 2018-01-24 | 2021-04-06 | 山东康宝生化科技有限公司 | 一种合成三氯蔗糖-6-乙酯的方法 |
| CN110950888B (zh) * | 2019-11-11 | 2022-05-20 | 山东省科学院菏泽分院 | 一种Vilsmeier试剂参与的氯噁酮的制备方法 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3072725A (en) * | 1960-11-14 | 1963-01-08 | Du Pont | Preparation of dimethylformamide |
| DE3165986D1 (en) * | 1980-07-08 | 1984-10-18 | Tate & Lyle Plc | Process for the preparation of 4, 1',6'-trichloro-4,1',6'-trideoxygalactosucrose (tgs) |
| GB8818430D0 (en) * | 1988-08-03 | 1988-09-07 | Tate & Lyle Plc | Process |
| US4980463A (en) * | 1989-07-18 | 1990-12-25 | Noramco, Inc. | Sucrose-6-ester chlorination |
| JP3002885B2 (ja) | 1989-11-02 | 2000-01-24 | 住友化学工業株式会社 | ジメチルホルムアミドの回収精製法 |
| JP3514495B2 (ja) * | 1992-10-02 | 2004-03-31 | エーザイ株式会社 | ハロゲン化アミノチアジアゾリル酢酸誘導体の製造法 |
| CO4410190A1 (es) * | 1994-09-19 | 1997-01-09 | Lilly Co Eli | 3-[4-(2-AMINOETOXI)-BENZOIL]-2-ARIL-6-HIDROXIBENZO [b] TIOFENO CRISTALINO |
| US5498709A (en) * | 1994-10-17 | 1996-03-12 | Mcneil-Ppc, Inc. | Production of sucralose without intermediate isolation of crystalline sucralose-6-ester |
| EP1076661A1 (en) * | 1998-05-15 | 2001-02-21 | Rostislav G. Zhbankov | Method of preparation of 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose |
| HU228576B1 (en) * | 1998-10-20 | 2013-04-29 | Lundbeck & Co As H | Method for the preparation of citalopram |
| US6998480B2 (en) * | 2002-03-08 | 2006-02-14 | Tate & Lyle Public Limited Company | Process for improving sucralose purity and yield |
| CN1176094C (zh) | 2003-05-23 | 2004-11-17 | 广东省食品工业研究所 | 一种三氯蔗糖的合成方法 |
| US20060205936A1 (en) * | 2005-03-14 | 2006-09-14 | Sl Laboratories, Llc | Chlorination of Sucrose-6-esters |
| US20090030193A1 (en) * | 2005-05-04 | 2009-01-29 | Pharmed Medicare Private Limited | Synthesis of Vilsmeier Haack Reagent from Di(Trichlo-Romethyl) Carbonate for Chlorination Reaction |
| US7951937B2 (en) | 2005-08-30 | 2011-05-31 | V.B. Medicare Private Limited | Process for purification of trichlorogalactosucrose based on direct extraction in organic solvent from reaction mixture followed by evaporative removal of solvent |
| US20090264640A1 (en) | 2006-05-23 | 2009-10-22 | V.B. Medicare Pvt. Ltd | Recovery of dimethylformamide and other solvents from process streams of manufacture of trichlorogalactosucrose |
| US20080103295A1 (en) | 2006-10-25 | 2008-05-01 | David Losan Ho | Process for the preparation of sucrose-6-ester by esterification in the presence of solid superacid catalyst |
-
2006
- 2006-10-25 US US11/552,789 patent/US8258291B2/en not_active Expired - Fee Related
-
2007
- 2007-10-19 TW TW096139365A patent/TW200833706A/zh unknown
- 2007-10-24 MX MX2009004355A patent/MX2009004355A/es not_active Application Discontinuation
- 2007-10-24 AU AU2007308947A patent/AU2007308947A1/en not_active Abandoned
- 2007-10-24 WO PCT/US2007/082422 patent/WO2008052076A2/en not_active Ceased
- 2007-10-24 DK DK07854397.2T patent/DK2094873T3/da active
- 2007-10-24 SI SI200730686T patent/SI2094873T1/sl unknown
- 2007-10-24 EP EP07854397A patent/EP2094873B1/en not_active Not-in-force
- 2007-10-24 PL PL07854397T patent/PL2094873T3/pl unknown
- 2007-10-24 RU RU2009119515/04A patent/RU2009119515A/ru not_active Application Discontinuation
- 2007-10-24 CN CN200780043677A patent/CN101631878A/zh active Pending
- 2007-10-24 PT PT07854397T patent/PT2094873E/pt unknown
- 2007-10-24 CA CA002667419A patent/CA2667419A1/en not_active Abandoned
- 2007-10-24 AT AT07854397T patent/ATE515509T1/de active
- 2007-10-24 KR KR1020097010474A patent/KR20090082422A/ko not_active Withdrawn
- 2007-10-24 BR BRPI0718178-7A2A patent/BRPI0718178A2/pt not_active Application Discontinuation
- 2007-10-24 JP JP2009534841A patent/JP2010508285A/ja active Pending
- 2007-10-24 ES ES07854397T patent/ES2366063T3/es active Active
-
2011
- 2011-08-08 CY CY20111100756T patent/CY1112434T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP2094873B1 (en) | 2011-07-06 |
| PT2094873E (pt) | 2011-08-24 |
| AU2007308947A1 (en) | 2008-05-02 |
| DK2094873T3 (da) | 2011-08-15 |
| SI2094873T1 (sl) | 2011-12-30 |
| CA2667419A1 (en) | 2008-05-02 |
| TW200833706A (en) | 2008-08-16 |
| CN101631878A (zh) | 2010-01-20 |
| ATE515509T1 (de) | 2011-07-15 |
| EP2094873A4 (en) | 2009-11-25 |
| ES2366063T3 (es) | 2011-10-14 |
| JP2010508285A (ja) | 2010-03-18 |
| KR20090082422A (ko) | 2009-07-30 |
| WO2008052076A2 (en) | 2008-05-02 |
| CY1112434T1 (el) | 2015-12-09 |
| BRPI0718178A2 (pt) | 2013-12-17 |
| WO2008052076B1 (en) | 2008-09-12 |
| US20080103298A1 (en) | 2008-05-01 |
| PL2094873T3 (pl) | 2011-10-31 |
| MX2009004355A (es) | 2009-08-25 |
| EP2094873A2 (en) | 2009-09-02 |
| US8258291B2 (en) | 2012-09-04 |
| WO2008052076A3 (en) | 2008-07-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20120201 |