KR930009995A - Process for preparing pyrrolidinecarboxylic acid derivative - Google Patents

Process for preparing pyrrolidinecarboxylic acid derivative Download PDF

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Publication number
KR930009995A
KR930009995A KR1019910019709A KR910019709A KR930009995A KR 930009995 A KR930009995 A KR 930009995A KR 1019910019709 A KR1019910019709 A KR 1019910019709A KR 910019709 A KR910019709 A KR 910019709A KR 930009995 A KR930009995 A KR 930009995A
Authority
KR
South Korea
Prior art keywords
pyrrolidine
carboxylic acid
acid derivative
producing
methylpropionyl
Prior art date
Application number
KR1019910019709A
Other languages
Korean (ko)
Other versions
KR940005014B1 (en
Inventor
백우현
김지한
이재형
이재승
김경진
Original Assignee
김승호
보령제약 주식회사
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
Application filed by 김승호, 보령제약 주식회사 filed Critical 김승호
Priority to KR1019910019709A priority Critical patent/KR940005014B1/en
Priority to PH43962A priority patent/PH30239A/en
Priority to MYPI92000323A priority patent/MY108145A/en
Priority to GB9204428A priority patent/GB2262282B/en
Priority to CN92101241A priority patent/CN1031752C/en
Priority to ITMI922157A priority patent/IT1255497B/en
Publication of KR930009995A publication Critical patent/KR930009995A/en
Application granted granted Critical
Publication of KR940005014B1 publication Critical patent/KR940005014B1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

본 발명은 이황화탄소와 수산화알칼리금속을 수용액중에서 반응시켜 얻은 티올화제를 1-[3-브로모-(2S)-메틸프로피오닐]-피롤리딘-(2S)-카르복실산(Ⅱ)과 반응시키고, 이 반응 생성물을 산처리 및 환원처리를 하여, 1-[3-머캅토-(2S)-에틸프로피오닐]-피롤리딘-(2S)-카르복실산(I)을 얻는 것을 특징으로 하는 구조식 (I)의 피롤리딘카르복실산 유도체의 제조방법에 관한 것이다.The thiolizing agent obtained by reacting carbon disulfide and alkali metal hydroxide in an aqueous solution is reacted with 1- [3-bromo- (2S) -methylpropionyl] -pyrrolidine- (2S) -carboxylic acid (II). The reaction product is subjected to an acid treatment and a reduction treatment to obtain 1- [3-mercapto- (2S) -ethylpropionyl] -pyrrolidine- (2S) -carboxylic acid (I). It relates to a method for producing a pyrrolidine carboxylic acid derivative of formula (I).

Description

피롤리딘카르복실산 유도체의 제조방법Process for preparing pyrrolidinecarboxylic acid derivative

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (3)

이황화탄소와 수산화알칼리금속을 수용액중에서 반응시켜 얻은 티올화제를 1-[3-브로모-(2S)-메틸프로피오닐]-피롤리딘-(2S)-카르복실산(Ⅱ)과 반응시키고, 이 반응 생성물을 산처리 및 환원처리를 하여, 1-[3-머캅토-(2S)-메틸프로피오닐]-피롤리딘-(2S)-카르복실산(I)을 얻는 것을 특징으로 하는 구조식(I)의 피롤리딘카르복실산 유도체의 제조방법.The thiolizing agent obtained by reacting carbon disulfide and alkali metal hydroxide in an aqueous solution is reacted with 1- [3-bromo- (2S) -methylpropionyl] -pyrrolidine- (2S) -carboxylic acid (II), The reaction product was subjected to acid treatment and reduction, to obtain 1- [3-mercapto- (2S) -methylpropionyl] -pyrrolidine- (2S) -carboxylic acid (I). The method for producing the pyrrolidine carboxylic acid derivative of (I). 제1항에 있어서, 수산화알칼리 금속은 수산화나트륨, 수산화칼륨 등의 강염기를 사용하는 것을 특징으로 하는 피롤리딘 카르복실산 유도체의 제조방법.The method for producing a pyrrolidine carboxylic acid derivative according to claim 1, wherein the alkali metal hydroxide uses a strong base such as sodium hydroxide or potassium hydroxide. 제1항에서, 티올화제의 제조시 반응온도는 15℃내지 100℃에서 수행하는 것을 특징으로 하는 피롤리딘카르복실산 유도체의 제조방법.The method of claim 1, wherein the reaction temperature during the preparation of the thiolating agent is a method for producing a pyrrolidinecarboxylic acid derivative, characterized in that carried out at 15 ℃ to 100 ℃. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019910019709A 1991-11-07 1991-11-07 Process for producting pyrrolidine derivatives KR940005014B1 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
KR1019910019709A KR940005014B1 (en) 1991-11-07 1991-11-07 Process for producting pyrrolidine derivatives
PH43962A PH30239A (en) 1991-11-07 1992-02-21 Process for preparing carboxylic acid derivatives
MYPI92000323A MY108145A (en) 1991-11-07 1992-02-27 Process for preparing pyrrolidine carboxylic acid derivatives compositions
GB9204428A GB2262282B (en) 1991-11-07 1992-02-27 Process for preparing pyrrolidine carboxylic acid derivatives
CN92101241A CN1031752C (en) 1991-11-07 1992-02-28 Process for preparing pyrrolidine carboxylic acid derivatives
ITMI922157A IT1255497B (en) 1991-11-07 1992-09-18 PROCESS FOR THE PREPARATION OF PYROLIDIN-CARBOXYLIC ACID DERIVATIVES

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019910019709A KR940005014B1 (en) 1991-11-07 1991-11-07 Process for producting pyrrolidine derivatives

Publications (2)

Publication Number Publication Date
KR930009995A true KR930009995A (en) 1993-06-21
KR940005014B1 KR940005014B1 (en) 1994-06-09

Family

ID=19322380

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019910019709A KR940005014B1 (en) 1991-11-07 1991-11-07 Process for producting pyrrolidine derivatives

Country Status (6)

Country Link
KR (1) KR940005014B1 (en)
CN (1) CN1031752C (en)
GB (1) GB2262282B (en)
IT (1) IT1255497B (en)
MY (1) MY108145A (en)
PH (1) PH30239A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103086940B (en) * 2011-10-28 2014-07-09 华中药业股份有限公司 Synthetic method of 1-(3-mercapto-2-D-methyl propionyl)-L-proline

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU184082B (en) * 1979-12-29 1984-06-28 Egyt Gyogyszervegyeszeti Gyar Process for preparing 1-3-/3mercapto-/2s/-methyl-propinyl/-pyrrolidine-/2s/-carboxylic acid
JPS58124764A (en) * 1982-01-20 1983-07-25 Kanegafuchi Chem Ind Co Ltd Production of optically active thiol
KR870001570B1 (en) * 1984-12-19 1987-09-04 보령제약 주식회사 Preparing process for pyrolidine derivatives
KR870001569B1 (en) * 1985-02-11 1987-09-04 보령제약 주식회사 Preparing process for pyrolidine derivatives

Also Published As

Publication number Publication date
ITMI922157A1 (en) 1994-03-18
KR940005014B1 (en) 1994-06-09
GB2262282A (en) 1993-06-16
GB2262282B (en) 1995-08-23
ITMI922157A0 (en) 1992-09-18
CN1072175A (en) 1993-05-19
PH30239A (en) 1997-02-05
GB9204428D0 (en) 1992-04-15
CN1031752C (en) 1996-05-08
IT1255497B (en) 1995-11-09
MY108145A (en) 1996-08-30

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