JPS6467A - Production of 4-acetoxy-3-hydroxyethylazetidin-2-one derivative - Google Patents

Production of 4-acetoxy-3-hydroxyethylazetidin-2-one derivative

Info

Publication number
JPS6467A
JPS6467A JP62128630A JP12863087A JPS6467A JP S6467 A JPS6467 A JP S6467A JP 62128630 A JP62128630 A JP 62128630A JP 12863087 A JP12863087 A JP 12863087A JP S6467 A JPS6467 A JP S6467A
Authority
JP
Japan
Prior art keywords
compound shown
formula
amount
acetic anhydride
base
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.)
Granted
Application number
JP62128630A
Other languages
Japanese (ja)
Other versions
JPH0167A (en
JPH0557264B2 (en
Inventor
Isao Sada
Kazunori Suga
Noboru Kamiyama
Shingo Matsumoto
Takehisa Ohashi
Kiyoshi Watanabe
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.)
Kanegafuchi Chemical Industry Co Ltd
Original Assignee
Kanegafuchi Chemical Industry 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 Kanegafuchi Chemical Industry Co Ltd filed Critical Kanegafuchi Chemical Industry Co Ltd
Priority to JP62-128630A priority Critical patent/JPH0167A/en
Priority claimed from JP62-128630A external-priority patent/JPH0167A/en
Priority to CN88100764A priority patent/CN1017991B/en
Priority to CA000559047A priority patent/CA1278302C/en
Priority to IE42488A priority patent/IE60564B1/en
Priority to DE8888102324T priority patent/DE3870926D1/en
Priority to EP88102324A priority patent/EP0280962B1/en
Priority to ES198888102324T priority patent/ES2038704T3/en
Priority to US07/156,873 priority patent/US4914199A/en
Priority to KR1019880001782A priority patent/KR950005913B1/en
Publication of JPS6467A publication Critical patent/JPS6467A/en
Publication of JPH0167A publication Critical patent/JPH0167A/en
Publication of JPH0557264B2 publication Critical patent/JPH0557264B2/ja
Granted 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

Abstract

PURPOSE: To obtain the titled compound useful as an intermediate for β-lactam antibiotics of carbapenem type or penem type in high yield, by treating a β- lactam compound with a base and acetic anhydride in the presence of a catalytic amount of an acid, an acyl halide or a sulfonyl halide.
CONSTITUTION: A β-lactam compound shown by formula III (R1 is OH-protecting group; R2WR4 are 1W4C alkyl or aralkyl) is treated with a base and acetic anhydride in the presence of an organic strong acid, a mineral acid or a Lewis acid or a compound shown by formula I (R8 is alkyl, aralkyl or phenyl; X is halogen) such as acetyl chloride or a compound shown by formula II (R9 is R8) such as methanesulfonyl chloride as a catalyst at -30W50°C to give the aimed compound shown by formula IV. The amount of the catalyst used is 0.05W1mol. based on 1mol. compound shown by formula III, the amount of the base is 1W30mols. and the amount of acetic anhydride is 1W15mols.
COPYRIGHT: (C)1989,JPO&Japio
JP62-128630A 1987-02-20 1987-05-26 Method for producing 4-acetoxy-3-hydroxyethylazetidin-2-one derivative Granted JPH0167A (en)

Priority Applications (9)

Application Number Priority Date Filing Date Title
JP62-128630A JPH0167A (en) 1987-02-20 1987-05-26 Method for producing 4-acetoxy-3-hydroxyethylazetidin-2-one derivative
CN88100764A CN1017991B (en) 1987-02-20 1988-02-15 Process for preparing 4-acetoxy-3-hydroxyethyl azetidin-2-one derivatives
CA000559047A CA1278302C (en) 1987-02-20 1988-02-16 Process for preparing 4-acetoxy-3- hydroxyethylazetidin-2-one derivatives
IE42488A IE60564B1 (en) 1987-02-20 1988-02-16 Process for preparing 4-acetoxy-3-hydroxyethylazetidin-2-one derivatives
US07/156,873 US4914199A (en) 1987-02-20 1988-02-18 Process for preparing 4-acetoxy-3-hydroxyethylazetidin-2-one derivatives
DE8888102324T DE3870926D1 (en) 1987-02-20 1988-02-18 METHOD FOR PRODUCING 4-ACETOXY-3-HYDROXYETHYLAZETIDINE-2-ON DERIVATIVES.
EP88102324A EP0280962B1 (en) 1987-02-20 1988-02-18 Process for preparing 4-acetoxy-3-hydroxyethylazetidin-2-one derivatives
ES198888102324T ES2038704T3 (en) 1987-02-20 1988-02-18 A PROCEDURE FOR PREPARING A DERIVATIVE OF 4-ACETOXI-3-HIDROXIETILAZETIDIN-2-ONA.
KR1019880001782A KR950005913B1 (en) 1987-02-20 1988-02-20 Process for preparing 4-acetoxy-3-hydroxyethylazetidin-2-one derivatives

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP62-38855 1987-02-20
JP3885587 1987-02-20
JP62-128630A JPH0167A (en) 1987-02-20 1987-05-26 Method for producing 4-acetoxy-3-hydroxyethylazetidin-2-one derivative

Publications (3)

Publication Number Publication Date
JPS6467A true JPS6467A (en) 1989-01-05
JPH0167A JPH0167A (en) 1989-01-05
JPH0557264B2 JPH0557264B2 (en) 1993-08-23

Family

ID=

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4902147A (en) * 1987-01-06 1990-02-20 Brother Kogyo Kabushiki Kaisha Printing apparatus with a carriage and a printing means holder movable relatively to the same
JPH04112867A (en) * 1990-09-03 1992-04-14 Kanegafuchi Chem Ind Co Ltd Production of beta-lactam compound

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6118758A (en) * 1985-01-14 1986-01-27 Kanegafuchi Chem Ind Co Ltd Preparation of 4-acetoxy-hydroxyethylacetidin-2-one derivative

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6118758A (en) * 1985-01-14 1986-01-27 Kanegafuchi Chem Ind Co Ltd Preparation of 4-acetoxy-hydroxyethylacetidin-2-one derivative

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4902147A (en) * 1987-01-06 1990-02-20 Brother Kogyo Kabushiki Kaisha Printing apparatus with a carriage and a printing means holder movable relatively to the same
JPH04112867A (en) * 1990-09-03 1992-04-14 Kanegafuchi Chem Ind Co Ltd Production of beta-lactam compound

Also Published As

Publication number Publication date
JPH0557264B2 (en) 1993-08-23

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Legal Events

Date Code Title Description
LAPS Cancellation because of no payment of annual fees