JPS5728091A - 1-carbapenam-3-carboxylic acid derivative and its preparation - Google Patents

1-carbapenam-3-carboxylic acid derivative and its preparation

Info

Publication number
JPS5728091A
JPS5728091A JP10333080A JP10333080A JPS5728091A JP S5728091 A JPS5728091 A JP S5728091A JP 10333080 A JP10333080 A JP 10333080A JP 10333080 A JP10333080 A JP 10333080A JP S5728091 A JPS5728091 A JP S5728091A
Authority
JP
Japan
Prior art keywords
formula
give
carbapenam
carboxylic acid
compound shown
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
JP10333080A
Other languages
Japanese (ja)
Other versions
JPS6247184B2 (en
Inventor
Harutoshi Kubota
Masayuki Shibuya
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 JP10333080A priority Critical patent/JPS5728091A/en
Publication of JPS5728091A publication Critical patent/JPS5728091A/en
Publication of JPS6247184B2 publication Critical patent/JPS6247184B2/ja
Granted legal-status Critical Current

Links

Landscapes

  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

NEW MATERIAL:A compound shown by the formula I (R1 and R2 are lower alkyl, etc.; R3 is H, lower alkyl, etc.; R4 is H or trimethylsilyl; R5 is H, alkali metal, etc.).
EXAMPLE: 1,1-Dimethyl-2-hydroxy-1-carbapenam-3-carboxylic acid benzyl ester.
USE: An intermediate for synthesizing a thienamycin type antibiotic. Also having antibacterial activiey by itself.
PROCESS: 4-(1,1-Substituted-2-propenyl) azetidine-2-one is reacted with an acetic ester, and oxidized to give an aldehyde derivative shown by the formula II. This compound is reacted with a Grignard reagent, to give a compound shown by the formula III, which is subjected to intramolecular aldol reaction in the presence of a base, and, if necessary, the ester part is removed or converted, to give a compound shown by the formula I.
COPYRIGHT: (C)1982,JPO&Japio
JP10333080A 1980-07-28 1980-07-28 1-carbapenam-3-carboxylic acid derivative and its preparation Granted JPS5728091A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP10333080A JPS5728091A (en) 1980-07-28 1980-07-28 1-carbapenam-3-carboxylic acid derivative and its preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP10333080A JPS5728091A (en) 1980-07-28 1980-07-28 1-carbapenam-3-carboxylic acid derivative and its preparation

Publications (2)

Publication Number Publication Date
JPS5728091A true JPS5728091A (en) 1982-02-15
JPS6247184B2 JPS6247184B2 (en) 1987-10-06

Family

ID=14351150

Family Applications (1)

Application Number Title Priority Date Filing Date
JP10333080A Granted JPS5728091A (en) 1980-07-28 1980-07-28 1-carbapenam-3-carboxylic acid derivative and its preparation

Country Status (1)

Country Link
JP (1) JPS5728091A (en)

Also Published As

Publication number Publication date
JPS6247184B2 (en) 1987-10-06

Similar Documents

Publication Publication Date Title
ATE178058T1 (en) METHOD FOR PRODUCING CERTAIN BIPHENYLTETRAZOLE DERIVATIVES
JPS5728091A (en) 1-carbapenam-3-carboxylic acid derivative and its preparation
JPS557251A (en) Preparation 2-azetidinone derivative
FR2359813A1 (en) NEW ESTERS OF CYCLOBUTANE CARBOXYLIC ACID USEFUL FOR THE CONTROL OF PARASITES
JPS5227791A (en) Synthesis of cephalosporins
JPS57134428A (en) Production of alpha or beta-irone or its intermediate
EP0206765A3 (en) Process for preparation of rooperol, hypoxoside and derivatives thereof
JPS56108743A (en) 3-nitro-2-hydroxy-4-phenylbutyric acid derivative, its ester and preparation thereof
SE8503811D0 (en) NOVEL PROCESS FOR THE PREPARATION OF AN AMINOLACTONE
ATE104959T1 (en) PROCESS FOR PRODUCTION OF VITAMIN A ALDEHYDE.
JPS5573656A (en) 4-substituted azetidine-2-one compound and its preparation
JPS5645465A (en) Novel prostaglandin derivative
JPS5718683A (en) 3,8-epoxy-7-keto-6-oxabicyclo 3,2,1 octane derivative and its preparation
JPS565457A (en) Thienamycin intermediate
WO1998008800A3 (en) Method of producing compounds containing acyloxyalkoxy groups from alcohols
JPS55160740A (en) Preparation of cyclopentenolone
JPS57131779A (en) Preparation of alpha-acetyllactone
JPS5592363A (en) New 2-azetidinone derivative
JPS57192380A (en) Preparation of 4-alkoxy-1,3-dioxane-5-carbonitriles
JPS53112868A (en) Production of thienylacetic acid derivative
JPS5679668A (en) 1,4-dihydro-4-oxonicotinic acid derivatice and its preparation
JPS57130945A (en) Preparation of tertiary alcoholic derivative
JPS55129234A (en) Propargyl-type alcohol and preparation thereof
JPS56125325A (en) Preparation of omega-hydroxy coenzyme q1 derivative
GB2009747A (en) Tetrahydropyran Compounds