RU98101507A - METHOD FOR PRODUCING ENANTIOMERALLY PURE ASETIDINE-2-CARBONIC ACID - Google Patents

METHOD FOR PRODUCING ENANTIOMERALLY PURE ASETIDINE-2-CARBONIC ACID

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Publication number
RU98101507A
RU98101507A RU98101507/04A RU98101507A RU98101507A RU 98101507 A RU98101507 A RU 98101507A RU 98101507/04 A RU98101507/04 A RU 98101507/04A RU 98101507 A RU98101507 A RU 98101507A RU 98101507 A RU98101507 A RU 98101507A
Authority
RU
Russia
Prior art keywords
range
organic solvent
pure
selective crystallization
carboxylic acid
Prior art date
Application number
RU98101507/04A
Other languages
Russian (ru)
Other versions
RU2163595C2 (en
Inventor
Филипп Барт
Хуго Фричи
Ян-Эрик Нюстрем
Армин Пфеннингер
Original Assignee
Астра Актиеболаг
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.)
Filing date
Publication date
Priority claimed from SE9502381A external-priority patent/SE9502381D0/en
Priority claimed from SE9600435A external-priority patent/SE9600435D0/en
Application filed by Астра Актиеболаг filed Critical Астра Актиеболаг
Publication of RU98101507A publication Critical patent/RU98101507A/en
Application granted granted Critical
Publication of RU2163595C2 publication Critical patent/RU2163595C2/en

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Claims (15)

1. Способ получения энантиомерно чистой AzeOH, при котором проводят селективную кристаллизацию ее диастереомерно чистого тартрата с последующим выделением свободной аминокислоты.1. A method of obtaining enantiomerically pure AzeOH, in which selective crystallization of its diastereomerically pure tartrate is carried out, followed by isolation of the free amino acid. 2. Способ по п.1, отличающийся тем, что селективную кристаллизацию проводят из системы растворителей, которая содержит воду и один или более чем один органический растворитель. 2. The method according to claim 1, characterized in that the selective crystallization is carried out from a solvent system that contains water and one or more than one organic solvent. 3. Способ по п.2, отличающийся тем, что органический растворитель выбран из одного или более чем одного спиртов, С1-8 карбоновых кислот или C4-6 линейных или циклических эфиров.3. The method according to claim 2, characterized in that the organic solvent is selected from one or more alcohols, C 1-8 carboxylic acids or C 4-6 linear or cyclic ethers. 4. Способ по п.3, отличающийся тем, что органический растворитель представляет собой этанол. 4. The method according to claim 3, characterized in that the organic solvent is ethanol. 5. Способ по п.3, отличающийся тем, что органический растворитель представляет собой С1-3 карбоновую кислоту.5. The method according to claim 3, characterized in that the organic solvent is a C 1-3 carboxylic acid. 6. Способ по п.1, отличающийся тем, что селективную кристаллизацию проводят из раствора, который содержит энантиомерно чистую винную кислоту и рацемическую азетидин-2-карбоновую кислоту при молярном соотношении в интервале от 5,0:1,0 до 2,0:1,0. 6. The method according to claim 1, characterized in that the selective crystallization is carried out from a solution that contains enantiomerically pure tartaric acid and racemic azetidine-2-carboxylic acid in a molar ratio in the range from 5.0: 1.0 to 2.0: 1,0. 7. Способ по п.6, отличающийся тем, что молярное соотношение находится в интервале от 0,6:1,0 до 1,1:1,0. 7. The method according to claim 6, characterized in that the molar ratio is in the range from 0.6: 1.0 to 1.1: 1.0. 8. Способ по п.7, отличающийся тем, что молярное соотношение находится в интервале от 0,8:1,0 до 1,0:1,0. 8. The method according to claim 7, characterized in that the molar ratio is in the range from 0.8: 1.0 to 1.0: 1.0. 9. Способ по п.1, отличающийся тем, что селективная кристаллизация достигается путем охлаждения до температуры в интервале от -10 до 30°С. 9. The method according to claim 1, characterized in that selective crystallization is achieved by cooling to a temperature in the range from -10 to 30 ° C. 10. Способ по п. 9, отличающийся тем, что температура находится в интервале от -5 до 10oC.10. The method according to p. 9, characterized in that the temperature is in the range from -5 to 10 o C. 11. Способ по п.10, отличающийся тем, что температура находится в интервале от 0 до 5°С. 11. The method according to claim 10, characterized in that the temperature is in the range from 0 to 5 ° C. 12. Способ по п.1, отличающийся тем, что свободную аминокислоту выделяют вытеснением винной кислоты с использованием хлорида кальция. 12. The method according to claim 1, characterized in that the free amino acid is isolated by displacing tartaric acid using calcium chloride. 13. Способ по п.1, отличающийся тем, что свободную аминокислоту выделяют вытеснением винной кислоты с использованием гидроксида калия. 13. The method according to claim 1, characterized in that the free amino acid is isolated by displacing tartaric acid using potassium hydroxide. 14. D-тартрат L-азетидин-2-карбоновой кислоты. 14. D-tartrate of L-azetidine-2-carboxylic acid. 15. L-тартрат D-азетидин-2-карбоновой кислоты. 15. L-tartrate of D-azetidine-2-carboxylic acid.
RU98101507/04A 1995-06-30 1996-06-24 Method of preparing enantiomerically pure azetidine-2-carboxylic acid RU2163595C2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
SE9502381A SE9502381D0 (en) 1995-06-30 1995-06-30 Process for the production of enantiomerically-pure azetidine-2-carboxylic acid
SE9502381-8 1995-06-30
SE9600435A SE9600435D0 (en) 1996-02-06 1996-02-06 Process for the production of enantiomerically-pure azetidine-2-carboxylic acid
SE9600435-3 1996-02-06

Publications (2)

Publication Number Publication Date
RU98101507A true RU98101507A (en) 1999-09-20
RU2163595C2 RU2163595C2 (en) 2001-02-27

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
RU98101507/04A RU2163595C2 (en) 1995-06-30 1996-06-24 Method of preparing enantiomerically pure azetidine-2-carboxylic acid

Country Status (29)

Country Link
US (1) US5942630A (en)
EP (1) EP0840724B1 (en)
JP (2) JP4167726B2 (en)
KR (1) KR100441571B1 (en)
CN (1) CN100439333C (en)
AR (2) AR002573A1 (en)
AT (1) ATE224871T1 (en)
AU (1) AU699338B2 (en)
BR (1) BR9609451A (en)
CA (1) CA2225896C (en)
CZ (1) CZ388397A3 (en)
DE (1) DE69623966T2 (en)
DK (1) DK0840724T3 (en)
EE (1) EE03393B1 (en)
ES (1) ES2181899T3 (en)
HU (1) HUP9901713A3 (en)
IL (1) IL122708A (en)
IN (1) IN187238B (en)
IS (1) IS4636A (en)
MY (1) MY132147A (en)
NO (1) NO308949B1 (en)
NZ (1) NZ311834A (en)
PL (1) PL324403A1 (en)
PT (1) PT840724E (en)
RU (1) RU2163595C2 (en)
SK (1) SK179097A3 (en)
TR (1) TR199701742T1 (en)
TW (1) TW338035B (en)
WO (1) WO1997002241A1 (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN187238B (en) * 1995-06-30 2002-03-09 Astra Ab
SE9601600D0 (en) * 1996-04-26 1996-04-26 Astra Ab Improved process
EP0855446B1 (en) * 1997-01-24 2003-04-09 Sumitomo Chemical Company, Limited Process for producing optically active azetidine-2-carboxylic acid derivative
JP3757629B2 (en) * 1998-07-17 2006-03-22 住友化学株式会社 Process for producing optically active N-substituted azetidine-2-carboxylic acid compound
SE9802939D0 (en) * 1998-09-01 1998-09-01 Astra Ab New process
SE9901712D0 (en) 1999-05-11 1999-05-11 Astra Ab New process
DE60039299D1 (en) 1999-05-14 2008-08-07 Kaneka Corp METHOD FOR THE PRODUCTION OF OPTICALLY ACTIVE AZETIDIN-2-CARBOXYLIC ACIDS
JP2000344739A (en) 1999-06-01 2000-12-12 Sumitomo Chem Co Ltd Production of n-protected-azetidine-2-carboxylic acid
EP1479762B1 (en) * 2002-02-28 2011-09-28 Mitsubishi Chemical Corporation Novel dehydrogenase and gene encoding the same

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK532575A (en) * 1974-12-13 1976-06-14 Merck & Co Inc PROCEDURE FOR RACEMATIC DECOMPOSITION OF ORGANIC COMPOUNDS
JPS56104866A (en) * 1980-01-24 1981-08-20 Mitsubishi Chem Ind Ltd Production of (2r,4r)-4-alkyl-2-piperidinecarboxylic acid or its l-tartarate salt
FR2610323B1 (en) * 1987-02-04 1989-06-23 Delalande Sa ENANTIOMERS OF ABSOLUTE CONFIGURATION OF AMINO-3 QUINUCLIDINE AMIDE DERIVATIVES, THEIR PREPARATION PROCESS AND THEIR THERAPEUTIC APPLICATION
GB2206880B (en) * 1987-07-16 1991-04-24 Farmos Oy Optical isomers of an imidazole derivative
IT1231158B (en) * 1989-07-20 1991-11-19 Dompe Farmaceutici Spa PROCEDURE FOR THE OPTICAL RESOLUTION OF DRUG.
JPH04108774A (en) * 1990-08-25 1992-04-09 Mitsubishi Kasei Corp Optically active n-indanylnicotinic acid amide derivative and agricultural and horticultural fungicide comprising the same derivative as active ingredient
JPH05286933A (en) * 1992-04-10 1993-11-02 Dai Ichi Seiyaku Co Ltd Salt of azaspirooctane derivative
IN187238B (en) * 1995-06-30 2002-03-09 Astra Ab

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