JPS5452090A - Preparation of cephalosporin - Google Patents

Preparation of cephalosporin

Info

Publication number
JPS5452090A
JPS5452090A JP11512777A JP11512777A JPS5452090A JP S5452090 A JPS5452090 A JP S5452090A JP 11512777 A JP11512777 A JP 11512777A JP 11512777 A JP11512777 A JP 11512777A JP S5452090 A JPS5452090 A JP S5452090A
Authority
JP
Japan
Prior art keywords
formula
cephalosporin
solvent
amino
cephem
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
JP11512777A
Other languages
Japanese (ja)
Other versions
JPS6056718B2 (en
Inventor
Isamu Saikawa
Shuntaro Takano
Kaishu Momoi
Isamu Takakura
Chiaki Kutani
Kiyoshi Tanaka
Masanobu Hayashi
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.)
Toyama Chemical Co Ltd
Original Assignee
Toyama Chemical 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 Toyama Chemical Co Ltd filed Critical Toyama Chemical Co Ltd
Priority to JP52115127A priority Critical patent/JPS6056718B2/en
Priority to AR273853A priority patent/AR223653A1/en
Priority to IN1020/CAL/78A priority patent/IN149604B/en
Priority to AU39923/78A priority patent/AU513336B2/en
Priority to IL55607A priority patent/IL55607A/en
Priority to FR7827249A priority patent/FR2409270A1/en
Priority to DE2841706A priority patent/DE2841706C2/en
Priority to US05/945,346 priority patent/US4237280A/en
Priority to CA312,056A priority patent/CA1102309A/en
Priority to GB7838036A priority patent/GB2005676B/en
Priority to FI782912A priority patent/FI71743C/en
Priority to CH996678A priority patent/CH637967A5/en
Priority to DD78208068A priority patent/DD141835A5/en
Priority to NL7809736A priority patent/NL7809736A/en
Priority to SE7810106A priority patent/SE436360B/en
Priority to ES473692A priority patent/ES473692A1/en
Priority to HU78TO1098A priority patent/HU177912B/en
Priority to AT693878A priority patent/AT362502B/en
Priority to PT68594A priority patent/PT68594A/en
Priority to DK426778A priority patent/DK164705C/en
Priority to MX739778A priority patent/MX155433A/en
Priority to MX787431U priority patent/MX5571E/en
Publication of JPS5452090A publication Critical patent/JPS5452090A/en
Priority to US06/069,545 priority patent/US4304909A/en
Priority to SE8306226A priority patent/SE447732B/en
Priority to FI852810A priority patent/FI72123C/en
Publication of JPS6056718B2 publication Critical patent/JPS6056718B2/en
Priority to DK197391A priority patent/DK164405C/en
Expired legal-status Critical Current

Links

Landscapes

  • Cephalosporin Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

PURPOSE: To prepare a specific cephalosporin useful as an antibiotic, in high yield and purity, by the condensation reaction of the corresponding 7-amino-cephem carboxylic acid hydrochloride with the corresponding reactive derivative of acetic acid in DMA solvent.
CONSTITUTION: 7-Amino-3-[5-(1-methyl-1,2,3,4-tetrazolyl)thiomethyl]-δ3-cephem- 4-carboxylic acid hydrochloride of formula I is made to react with a reactive derivative of D(-)-α-(4-ethyl-2,3-dioxo-1-piperazinocarboxamido)-α-(4-hydroxyphenyl) acetic acid of formula II, and resulting acid-DMA adduct is treated with a solvent such as acetonitrile/water mixed solvent, etc. to afford the cephalosporin of formula IV or its salt.
EFFECT: The acylation is easily carried out, and the product can be separated in high purity
COPYRIGHT: (C)1979,JPO&Japio
JP52115127A 1977-09-27 1977-09-27 Manufacturing method of cephalosporin Expired JPS6056718B2 (en)

Priority Applications (26)

Application Number Priority Date Filing Date Title
JP52115127A JPS6056718B2 (en) 1977-09-27 1977-09-27 Manufacturing method of cephalosporin
AR273853A AR223653A1 (en) 1977-09-27 1978-06-26 ACID PREPARATION PROCEDURE 7- (D (-) - ALPHA- (4-ETIL-2,3-DIOXO-1-PIPERAZINOCARBOXAMIDO) -ALPHA- (4-HIDROXIFENIL) ACETAMIDO) -3- (5- (1-METHYL) -1,2,3,4-TETRAZOLYL) THYOMETIL) -DELTA3-CEFEM-4-CARBOXILICO AND ITS ADDITIONAL PRODUCT WITH N, N-DIMETILACETAMIDA
IN1020/CAL/78A IN149604B (en) 1977-09-27 1978-09-18
AU39923/78A AU513336B2 (en) 1977-09-27 1978-09-18 Producing 7-[d(-)-alpha-(ethyl-2,3-dioxo-1-piperazinecarboxamido)-alpha-(4-hydroxphenyl) acetami do]-3-[5-(1-1,2,3,4-terrazol)
IL55607A IL55607A (en) 1977-09-27 1978-09-20 Process for producing 7-(d(-)-alpha(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-alpha-(4-hydroxyphenyl)acetamido)-3-(5-(methyl-1,2,3,4-tetrazolyl)thiomethyl)-delta3-cephem-4-carboxylic acid,its n,n-dimethylacetamide adduct as a novel intermediate thereof and a process for producing this intermediate
FR7827249A FR2409270A1 (en) 1977-09-27 1978-09-22 PROCESS FOR THE PREPARATION OF 7- (D (-) - A- (4-ETHYL-2,3-DIOXO-1-PIPERAZINECARBOXAMIDO) -A- (4-HYDROXYPHENYL) ACETAMIDO) -3- (5- (1 -METHYL-1,2,3,4-TETRAZOLYL) THIOMETHYL) -3-CEPHEM-4-CARBOXYL AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS, INTERMEDIATE FOR THEIR PREPARATION AND PREPARATION PROCESS OF THIS INTERMEDIATE
DE2841706A DE2841706C2 (en) 1977-09-27 1978-09-25 N, N-dimethylacetamide adduct of 7- [D (-) - α- (4-ethyl-2,3-dioxo-1-piperazinecarboxamido) -α- (4-hydroxyphenyl) -acetamido] -3- [ 5- (1-methyl-1,2,3,4-tetrazolyl) thiomethyl] - Δ 3 -cephem-4-carboxylic acid, process for its preparation and its use
US05/945,346 US4237280A (en) 1977-09-27 1978-09-25 Intermediate for cephalosporin type compound
CA312,056A CA1102309A (en) 1977-09-27 1978-09-25 PROCESS FOR PRODUCING 7-¬D(-)-.alpha.-(4-ETHYL-2,3-DIOXO -1-PIPERAZINECARBOXAMIDO)-.alpha.-(4-HYDROXYPHENYL) ACETAM IDO|-3-¬5-(1-METHYL-1,2,3,4-TETRAZOLYL)THIOMETHYL) -.DELTA.3-CEPHEM-4-CARBOXYLIC ACID AND A PHARMACEUTICALL Y ACCEPTABLE SALT THEREOF AND AN INTERMEDIATE THEREOF
GB7838036A GB2005676B (en) 1977-09-27 1978-09-25 Process for producing 7-(d(-)- -(4-ethyl-2,3-dioxo-1-piperazine-carboxamido)- (4-hydroxyphenyl)-aceamido)-3-(5-(1-methyl-1,2,3,4-tetrazolyl) thiomethyll-3-cephem-4-cerboxylic acid and a pharmaceutically accetable salt thereof and a process for producing the intermediate
FI782912A FI71743C (en) 1977-09-27 1978-09-25 New Process for Preparation of 7- / D (-) - - (4-Ethyl-2,3-dioxo-1-pip erazinecarboxyamido) - (4-hydroxyphenyl) -acetamido / -3- / 5- (1-methyl) 1,2,3,4-tetrazolyl) thiomethyl // 3-cephem-4-carboxylic acid.
CH996678A CH637967A5 (en) 1977-09-27 1978-09-25 ADDITION PRODUCT OF N, N-DIMETHYLACETAMIDE AND A DERIVATIVE OF A CEPHEM-4-CARBOXYLIC ACID AND PROCESS FOR ITS PREPARATION.
DD78208068A DD141835A5 (en) 1977-09-27 1978-09-25 PROCESS FOR THE PREPARATION OF A CEPHEMCARBONIC ACID ADDUCT
NL7809736A NL7809736A (en) 1977-09-27 1978-09-26 NEW PROCESS FOR PREPARING 7-D (-) - ALPHA- - (4-ETHYL-2,3-DIOXO-1-PIPERAZINECARBOXAMIDO) -ALPHA- - (4-HYDROXYPHENYL) ACETAMIDO-3-5- (1-METHYL -1,2,3,4- -TETRAZOLYL) THIOMETHYL-DELTAALPHAALPHA3-CEFEM -4-CARBONIC ACID AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS AND AN INTERMEDIATE THEREOF AND METHOD FOR PREPARING THIS INTERMEDIATE PRODUCT.
SE7810106A SE436360B (en) 1977-09-27 1978-09-26 N, N-DIMETHYLACETAMIDE ADDUCTS OF 7- / D (-) - ALFA- (4-ETHYL-2,3-DIOXO-1-PIPERAZINE CARBOXAMIDO) -ALFA- (4-HYDROXIFENYL) ACETAMIDO / -3- / 5- (1- Methyl 1,2,3,4-tetrazolyl) thiomethyl / -Delta? 723-cephem-4-carboxylic acid
ES473692A ES473692A1 (en) 1977-09-27 1978-09-26 Intermediate for cephalosporin type compound
HU78TO1098A HU177912B (en) 1977-09-27 1978-09-26 New process for preparing 7-/d/-/alpha-/4-ethyl-2,3-dioxo-1-piperazin-carboxamido/-alpha-/4-hydroxy-phenyl/-acetamido/-3-/5-/1-methyl-1,2,2,4-tetrazolyl/-thiomethyl/-delta up 3 -cefem-4-carboxylic acid
AT693878A AT362502B (en) 1977-09-27 1978-09-26 METHOD FOR PRODUCING 7- (D - (-) - ALPHA- - (4-AETHYL-2,3-DIOXO-1-PIPERAZINE CARBOXAMIDO) - -ALPHA- (4-HYDROXYPHENYL) -ACETAMIDO) -3- (5- ( 1- METHYL-1,2,3,4-TETRAZOLYL) -THIOMETHYL) -DELTA 3 -CEPHEM-4-CARBONIC ACID
PT68594A PT68594A (en) 1977-09-27 1978-09-26 A novel process for producing 7-/d(-)-(4-ethyl-2,3-dioxo--1-piperazinecarboxamido)-(4-hydroxyphenyl)acetamido/3-/5-((1-methyl-1,2,3,4-tetrazolyl)thiomethyl/-<3-cephem-4-carboxylic acid and a pharmaceutically acceptable salt thereof-and an intermediate thereof and a process for producing t-the intermediate
DK426778A DK164705C (en) 1977-09-27 1978-09-26 Process for the preparation of 7-OED (-) - ALFA- (4-ETHYL-2,3-DIOXO-1-PIPERAZINCARBOXAMIDO) -ALFA- (4-HYDROXYPHENYL) ACETAMIDOAA-3-OE5- (1-METHYL) 3,4-TETRAZOLYL) -THIOMETHYLAA-DELTA3-CEPHEM-4-CARBOXYLIC ACID OR PHARMACEUTICAL ACCEPTABLE SALTS THEREOF
MX739778A MX155433A (en) 1977-09-27 1978-09-27 PROCEDURE TO PURIFY ACID 7 (D - (-) - ALPHA- (4-ETIL-2,3-DIOXO-1-PIPERAZINCARBOXAMIDO) -ALFA- (4-HIDROXIFENIL) ACETAMIDO) -3- (5- (1-METTIL -1,2,3,4-TETRAZOLYL) THYMETIL) -DELTA3-CEFEM-4-CARBOXILICO
MX787431U MX5571E (en) 1977-09-27 1978-09-27 PROCEDURE TO PRODUCE ACID 7- (D (-) - ALPHA- (4-ETIL-2,3-DIOXO-1-PIPERAZINCARBOXAMIDO) -ALPHA- (4-HIDROXIFENIL) -ACETAMIDO) -3- -75- (1- METHYL-1,2,3,4-TETRAZOLYL) THYOMETHYL) -DELTA3-DEFEM-4-CARBOXYLIC
US06/069,545 US4304909A (en) 1977-09-27 1979-08-24 Process for producing 7-(D(-)-α-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-α-(4-hydroxyphenyl)acetamido)-3-(5-(1-methyl-1,2,3,4-tetrazolyl)thiomethyl)-.DELTA.3 -cephem-4-carboxylic acid and a pharmaceutically acceptable salt thereof
SE8306226A SE447732B (en) 1977-09-27 1983-11-11 NEW PROCEDURE FOR PURIFICATION OF 7- / D (-) - ALFA- (4-ETHYL-2,3-DIOXO-L-PIPERAZINE CARBOXAMIDO) -ALFA- (4-HYDROXIFENYL) ACETAMIDO / -3- / 5- (1-METHYL) -tetrazolyl) thiomethyl / -Delta? 723-cephem-4-carboxylic acid
FI852810A FI72123C (en) 1977-09-27 1985-07-17 7- / D (-) - - (4-Ethyl-2,3-dioxo-1-piperazinecarboxyamido) - (4-hydroxyphenyl) acetamido-3- [5- (1-methyl-1,2,3) (4-Tetrazolyl) thiomethyl / 3-cephem-4-carboxylic acid N, N-dimethylacetamide adduct and process thereof.
DK197391A DK164405C (en) 1977-09-27 1991-12-06 N, N-DIMETHYLACETAMIDE ADDITION PRODUCT OF CEPHALOSPORIN AND METHOD OF PREPARING THEREOF

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP52115127A JPS6056718B2 (en) 1977-09-27 1977-09-27 Manufacturing method of cephalosporin

Publications (2)

Publication Number Publication Date
JPS5452090A true JPS5452090A (en) 1979-04-24
JPS6056718B2 JPS6056718B2 (en) 1985-12-11

Family

ID=14654927

Family Applications (1)

Application Number Title Priority Date Filing Date
JP52115127A Expired JPS6056718B2 (en) 1977-09-27 1977-09-27 Manufacturing method of cephalosporin

Country Status (1)

Country Link
JP (1) JPS6056718B2 (en)

Also Published As

Publication number Publication date
JPS6056718B2 (en) 1985-12-11

Similar Documents

Publication Publication Date Title
JPS559048A (en) Novel preparation of 7-substituted or non-substituted amino-3-substituted thiomethylcephem carboxylic acids
JPS54119494A (en) Preparation of cephalosporin compound
JPS5452090A (en) Preparation of cephalosporin
JPS5579393A (en) Cephalosporin derivative and its preparation
JPS5515454A (en) Novel cephalosporin derivative
JPS5770837A (en) Preparation of carboxylic acid derivative
JPS55122788A (en) Preparation of cephalosporin compound
JPS5673086A (en) Preparation of cephalosporin compound
JPS5398987A (en) Novel process for preparation of 7-amino-3-substitued thiomethylcephemcarboxylic acids
JPS5448784A (en) N,n-dimethylacetamide adduct of cephalosporin and its preparation
JPS5576881A (en) Preparation of high-purity coproporphyrin 3 alkali salt
JPS5758689A (en) Novel preparation of 7-substituted or unsubstituted amino-3-substituted methylcephem carboxylic acids
JPS5692290A (en) Preparation of 7-amino-3-substituted methylcephem carboxylic acid, its salt or ester
JPS5557566A (en) N-methyl-8-chloro-3,4-dihydro-2-quinolinone, its preparation, and germicide containing the same
JPS5782392A (en) Preparation of 7-aminocephem compound
JPS5272886A (en) Preparation of cephalosporin compound
JPS5663973A (en) Novel thiadiazol-5-ylthiol ester and its preparation
JPS57209292A (en) Preparation of 7-aminocephem compound
JPS54144391A (en) 7-aminosporanic acid derivative and its preparation
JPS54103885A (en) Penicillin derivative and its preparation
JPS57193484A (en) Preparation of rifampicin
JPS5653684A (en) Production of cephalosporin derivative
JPS5585593A (en) Novel penicillin compound and its preparation
JPS53147063A (en) Preparation of alpha-acyloxythienyl acetic acids
JPS5793933A (en) Preparation of 2-hydroxy-3-butenoic acid derivative