JPS5742667A - Preparation of 2-azetidinone derivative - Google Patents

Preparation of 2-azetidinone derivative

Info

Publication number
JPS5742667A
JPS5742667A JP55118846A JP11884680A JPS5742667A JP S5742667 A JPS5742667 A JP S5742667A JP 55118846 A JP55118846 A JP 55118846A JP 11884680 A JP11884680 A JP 11884680A JP S5742667 A JPS5742667 A JP S5742667A
Authority
JP
Japan
Prior art keywords
formula
compound
thienamycin
substituted
selectivity
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
JP55118846A
Other languages
Japanese (ja)
Inventor
Tetsuji Kametani
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.)
Daiichi Pharmaceutical Co Ltd
Original Assignee
Daiichi Pharmaceutical Co 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 Daiichi Pharmaceutical Co Ltd filed Critical Daiichi Pharmaceutical Co Ltd
Priority to JP55118846A priority Critical patent/JPS5742667A/en
Publication of JPS5742667A publication Critical patent/JPS5742667A/en
Pending legal-status Critical Current

Links

Classifications

    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

PURPOSE: To prepare the titled compound useful as an intermediate of thienamycin, etc., in high stereo-selectivity, by reacting 3-(substituted)-alkyl-4-acyloxyazetidin-2-one with an α-diazoacetoacetic acid ester in the presence of a base.
CONSTITUTION: The objective compound of formula II (R2 is protecting group) is prepared by reacting the comound of formula I (R1 is substituted or non-substituted lower alkyl; R8 is acyl) with an α-diazoacetoacetic acid ester in the presence of a base such as lithium hexamethyl disilazide. The trans-type compound of formula II having the same steric confugration as natural thienamycin, can be prepared by this process from the compound of formula I wherein the configuration of the 3- and the 4-positions may be cis or trans. The compound of formula II can be converted easily, in high yield, to the compound having 1-carba-2-penam skeleton, from which the thienamycin of formula III (R3 is protecting group) useful as an antibacterial agent, etc. can be synthesized in high stereo-selectivity, in a short step.
COPYRIGHT: (C)1982,JPO&Japio
JP55118846A 1980-08-28 1980-08-28 Preparation of 2-azetidinone derivative Pending JPS5742667A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP55118846A JPS5742667A (en) 1980-08-28 1980-08-28 Preparation of 2-azetidinone derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP55118846A JPS5742667A (en) 1980-08-28 1980-08-28 Preparation of 2-azetidinone derivative

Publications (1)

Publication Number Publication Date
JPS5742667A true JPS5742667A (en) 1982-03-10

Family

ID=14746592

Family Applications (1)

Application Number Title Priority Date Filing Date
JP55118846A Pending JPS5742667A (en) 1980-08-28 1980-08-28 Preparation of 2-azetidinone derivative

Country Status (1)

Country Link
JP (1) JPS5742667A (en)

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