JPS56125393A - Preparation of cefamandole - Google Patents

Preparation of cefamandole

Info

Publication number
JPS56125393A
JPS56125393A JP2804380A JP2804380A JPS56125393A JP S56125393 A JPS56125393 A JP S56125393A JP 2804380 A JP2804380 A JP 2804380A JP 2804380 A JP2804380 A JP 2804380A JP S56125393 A JPS56125393 A JP S56125393A
Authority
JP
Japan
Prior art keywords
formula
compound
mandelic acid
tetrazolyl
thio
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
JP2804380A
Other languages
Japanese (ja)
Inventor
Kazuyuki Shibuya
Masahiro Murakami
Masateru Kobayashi
Takanori Sone
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.)
Asahi Chemical Industry Co Ltd
Original Assignee
Asahi 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 Asahi Chemical Industry Co Ltd filed Critical Asahi Chemical Industry Co Ltd
Priority to JP2804380A priority Critical patent/JPS56125393A/en
Priority to DE8080106952T priority patent/DE3062779D1/en
Priority to AT80106952T priority patent/ATE3044T1/en
Priority to EP19800106952 priority patent/EP0029202B1/en
Priority to US06/236,542 priority patent/US4351947A/en
Publication of JPS56125393A publication Critical patent/JPS56125393A/en
Priority to US06/350,805 priority patent/US4417047A/en
Pending legal-status Critical Current

Links

Landscapes

  • Cephalosporin Compounds (AREA)

Abstract

PURPOSE: To obtain the titled compound, useful as an antimicrobial agent, and having the D-orientation in the side chain in high yield and in a short time without side reactions, by treating a reaction product between a novel D-mandelic acid derivative and 7-aminocephalosporanic acid with an aqueous solution of an alkali.
CONSTITUTION: D-Mandelic acid of formula I is reacted with a compound of formula II (A is acetoxy, benzimidazolyl-2-thio or 1-methyl-1H-tetrazolyl-5-thio) to give an O-formylcefamandole of formula III and a salt thereof. The resultant compounds are then treated with an aqueous solution of an alkali, e.g. NaHCO3 or Na2CO3, to give the titled compound having the D-orientation in the side chain of formula IV. The compound of formula I is a novel compound and obtained readily from 1-methyl-1H-tetrazolyl-5-thiol and O-formyl-D-(-)-mandelic acid and a reactive derivative at the carboxyl group thereof.
COPYRIGHT: (C)1981,JPO&Japio
JP2804380A 1979-11-16 1980-03-07 Preparation of cefamandole Pending JPS56125393A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP2804380A JPS56125393A (en) 1980-03-07 1980-03-07 Preparation of cefamandole
DE8080106952T DE3062779D1 (en) 1979-11-16 1980-11-11 Novel tetrazole-5-thiol esters and process for preparing cefamandole using same
AT80106952T ATE3044T1 (en) 1979-11-16 1980-11-11 TETRAZOLE-5-THIOL ESTER AND PROCESS USING THEM TO PRODUCTION CEPHAMANDOL.
EP19800106952 EP0029202B1 (en) 1979-11-16 1980-11-11 Novel tetrazole-5-thiol esters and process for preparing cefamandole using same
US06/236,542 US4351947A (en) 1980-03-06 1981-02-20 Tetrazole derivative
US06/350,805 US4417047A (en) 1980-03-06 1982-02-22 Novel tetrazole-5-thiol ester and process for preparing cefamandole using same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2804380A JPS56125393A (en) 1980-03-07 1980-03-07 Preparation of cefamandole

Publications (1)

Publication Number Publication Date
JPS56125393A true JPS56125393A (en) 1981-10-01

Family

ID=12237708

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2804380A Pending JPS56125393A (en) 1979-11-16 1980-03-07 Preparation of cefamandole

Country Status (1)

Country Link
JP (1) JPS56125393A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106565750A (en) * 2016-11-09 2017-04-19 哈药集团制药总厂 Synthesis method for dextrorotation cefamandole nafate

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106565750A (en) * 2016-11-09 2017-04-19 哈药集团制药总厂 Synthesis method for dextrorotation cefamandole nafate

Similar Documents

Publication Publication Date Title
JPS5390368A (en) Preparation of cation-modified cellulose derivative
JPS5753454A (en) Guanidinobenzoate and anticomplementary agent
JPS57179147A (en) Amidine derivative
JPS56125393A (en) Preparation of cefamandole
JPS57192392A (en) Production of 3-alkoxymethylcephalosporin
JPS5767555A (en) Production of s-(aminoalkyl)thiosulfate salt
JPS54128591A (en) Cephalosporin analog
JPS5583791A (en) 7-methoxycephalosporin derivative and its preparation
JPS57159777A (en) 4-hydroxycyclopentenone compound and its preparation
JPS54117493A (en) 3,7-disubstituted-3-cephem-4-carboxylic acid compound, its salt, its preparation, and preventives and remedies for microbism consisting mainly of them
JPS5533416A (en) Production of hexamethyene bis-dicyandiamide
JPS5724319A (en) Perfluoroalkyl compound and its preparation
JPS5716892A (en) Synthesis of n-trialkylsilylmethylurea
JPS56158786A (en) Novel camptothecin derivative and its preparation
JPS57123140A (en) Ml-236b carboxylic acid amine salt and remedy for hyperlipemia containing said salt as active component
JPS554346A (en) Preparation of cephapirin sodium
JPS5540617A (en) Mitomycin derivative
EP0111569A4 (en) Hydroxyalkanesulfonic acids and their derivatives, and process for their preparation.
JPS552638A (en) Cyanopyrazinecarboxylic ester and its preparation
JPS55133357A (en) Preparation of 1-cyano-2-hydroxy-3-phthalimidopropane
JPS53119822A (en) Preparation of 2-dimethylaminoethylisothiocyanate
JPS54115376A (en) Preparation of 5-(4-hydroxyphenyl)-hydantoin
JPS57102856A (en) Preparation of oxime compound
JPS5653688A (en) Novel cephalosporin derivative and its preparation
JPS6419087A (en) Production of 1,3,4-tri-o-acyl-2-deoxy-beta-d-erythro-pentapyranose