JPS5771395A - Preparation of optically active monoalkyl beta-(r)-aminoglutarate - Google Patents

Preparation of optically active monoalkyl beta-(r)-aminoglutarate

Info

Publication number
JPS5771395A
JPS5771395A JP14634580A JP14634580A JPS5771395A JP S5771395 A JPS5771395 A JP S5771395A JP 14634580 A JP14634580 A JP 14634580A JP 14634580 A JP14634580 A JP 14634580A JP S5771395 A JPS5771395 A JP S5771395A
Authority
JP
Japan
Prior art keywords
aminoglutarate
monoalkyl
ester
beta
preparation
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
JP14634580A
Other languages
Japanese (ja)
Inventor
Masaji Ono
Hamao Umezawa
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.)
Microbial Chemistry Research Foundation
Original Assignee
Microbial Chemistry Research Foundation
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 Microbial Chemistry Research Foundation filed Critical Microbial Chemistry Research Foundation
Priority to JP14634580A priority Critical patent/JPS5771395A/en
Priority to DE8181108343T priority patent/DE3167862D1/en
Priority to AT81108343T priority patent/ATE10835T1/en
Priority to EP81108343A priority patent/EP0050799B1/en
Publication of JPS5771395A publication Critical patent/JPS5771395A/en
Pending legal-status Critical Current

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  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

PURPOSE: To obtain a β-(R)-aminoglutaric monoester, having an antimicrobial activity, and capable of being a synthetic intermediate for thienamycin, by hydrolyzing a dialkyl β-aminoglutarate with an ester hydrolytic enzyme.
CONSTITUTION: A dialkyl β-aminoglutarate of formulaIis treated with an esterase derived from a hog liver in a phosphoric acid buffer solution at a pH of 8.0 and 25°C for 1.5hr, and the resultant product is then extracted under neutral conditions and purified to give a monoalkyl β-(R)-aminoglutarate of formula II. The methyl and the ethyl esters exhibit an antimicrobial activity against staphylococci and is easily converted into a synthetic intermediate for thienamycin. Furthermore, the resultant monoalkyl ester can be converted into a β-(S)-aminoglutaric monoester by the ester interchange.
COPYRIGHT: (C)1982,JPO&Japio
JP14634580A 1980-10-21 1980-10-21 Preparation of optically active monoalkyl beta-(r)-aminoglutarate Pending JPS5771395A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP14634580A JPS5771395A (en) 1980-10-21 1980-10-21 Preparation of optically active monoalkyl beta-(r)-aminoglutarate
DE8181108343T DE3167862D1 (en) 1980-10-21 1981-10-15 New processes for the production of di-alkyl esters and optically active mono-alkyl esters of 3-aminoglutaric acid
AT81108343T ATE10835T1 (en) 1980-10-21 1981-10-15 PROCESS FOR THE PRODUCTION OF DI-ALKYLESTERS AND OPTICALLY ACTIVE MONO-ALKYLESTERS OF 3AMINOGLUTARS[URE.
EP81108343A EP0050799B1 (en) 1980-10-21 1981-10-15 New processes for the production of di-alkyl esters and optically active mono-alkyl esters of 3-aminoglutaric acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP14634580A JPS5771395A (en) 1980-10-21 1980-10-21 Preparation of optically active monoalkyl beta-(r)-aminoglutarate

Publications (1)

Publication Number Publication Date
JPS5771395A true JPS5771395A (en) 1982-05-04

Family

ID=15405597

Family Applications (1)

Application Number Title Priority Date Filing Date
JP14634580A Pending JPS5771395A (en) 1980-10-21 1980-10-21 Preparation of optically active monoalkyl beta-(r)-aminoglutarate

Country Status (1)

Country Link
JP (1) JPS5771395A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01225489A (en) * 1988-03-07 1989-09-08 Dai Ichi Seiyaku Co Ltd Production of optically active bisacetic acid monoester

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01225489A (en) * 1988-03-07 1989-09-08 Dai Ichi Seiyaku Co Ltd Production of optically active bisacetic acid monoester

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