JPS5538363A - Preparation of optically active n-mercaptoacyl-imino acid - Google Patents

Preparation of optically active n-mercaptoacyl-imino acid

Info

Publication number
JPS5538363A
JPS5538363A JP11339878A JP11339878A JPS5538363A JP S5538363 A JPS5538363 A JP S5538363A JP 11339878 A JP11339878 A JP 11339878A JP 11339878 A JP11339878 A JP 11339878A JP S5538363 A JPS5538363 A JP S5538363A
Authority
JP
Japan
Prior art keywords
compound
acid
optically active
formula
proline
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
JP11339878A
Other languages
Japanese (ja)
Inventor
Tetsuro Yokobe
Tsutomu Yamanaka
Mitsuharu Sano
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Tanabe Pharma Corp
Original Assignee
Yoshitomi Pharmaceutical Industries Ltd
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 Yoshitomi Pharmaceutical Industries Ltd filed Critical Yoshitomi Pharmaceutical Industries Ltd
Priority to JP11339878A priority Critical patent/JPS5538363A/en
Publication of JPS5538363A publication Critical patent/JPS5538363A/en
Pending legal-status Critical Current

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  • Pyrrole Compounds (AREA)

Abstract

PURPOSE: An optically active acid is used as a reagent for separating diastereoisomers and protecting agent to prepare title compound useful as hypotensor from a propionic acid derivative and L-proline with industrial advantage.
CONSTITUTION: For example, an optically active acid as 1-menthoxyacetic acid is made to react with racemic 3-mercapto-2-methylpropionic acid to give a diastereoisomer mixture of the compound of formula I. After each isomer is isolated, one of them is made to react with proline or its salt to form the compound of formula II or its salt. The product is treated with a diluted acid and the 1-menthoxyacetyl group is removed to give the objective compound of formula III. The removed optically active acid can be circulated. The 2(S)-isomer of the compound of formula I is readily led to the 2(S)-isomer of the compound of formula III with higher pharmaceutical activity by reaction with L-proline and deacylation.
COPYRIGHT: (C)1980,JPO&Japio
JP11339878A 1978-09-13 1978-09-13 Preparation of optically active n-mercaptoacyl-imino acid Pending JPS5538363A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP11339878A JPS5538363A (en) 1978-09-13 1978-09-13 Preparation of optically active n-mercaptoacyl-imino acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP11339878A JPS5538363A (en) 1978-09-13 1978-09-13 Preparation of optically active n-mercaptoacyl-imino acid

Publications (1)

Publication Number Publication Date
JPS5538363A true JPS5538363A (en) 1980-03-17

Family

ID=14611279

Family Applications (1)

Application Number Title Priority Date Filing Date
JP11339878A Pending JPS5538363A (en) 1978-09-13 1978-09-13 Preparation of optically active n-mercaptoacyl-imino acid

Country Status (1)

Country Link
JP (1) JPS5538363A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997032851A1 (en) * 1996-03-08 1997-09-12 Medeva Europe Limited Resolution of threo-methylphenidate
WO1998016509A1 (en) * 1996-10-11 1998-04-23 Kaneka Corporation Simple process for producing high-quality captopril
US6121453A (en) * 1996-03-08 2000-09-19 Medeva Europe Limited Resolution of threo-methylphenidate

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997032851A1 (en) * 1996-03-08 1997-09-12 Medeva Europe Limited Resolution of threo-methylphenidate
US6121453A (en) * 1996-03-08 2000-09-19 Medeva Europe Limited Resolution of threo-methylphenidate
WO1998016509A1 (en) * 1996-10-11 1998-04-23 Kaneka Corporation Simple process for producing high-quality captopril
EP0889031B1 (en) * 1996-10-11 2003-01-15 Kaneka Corporation Simple process for producing high-quality captopril

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