IE34713L - 3 - hydroxy - 3 - methyl - cepham - 4 -carboxylic compounds - Google Patents

3 - hydroxy - 3 - methyl - cepham - 4 -carboxylic compounds

Info

Publication number
IE34713L
IE34713L IE701424A IE142470A IE34713L IE 34713 L IE34713 L IE 34713L IE 701424 A IE701424 A IE 701424A IE 142470 A IE142470 A IE 142470A IE 34713 L IE34713 L IE 34713L
Authority
IE
Ireland
Prior art keywords
methyl
hydroxy
ester
acid
cephem
Prior art date
Application number
IE701424A
Other versions
IE34713B1 (en
Original Assignee
Lilly Co Eli
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 Lilly Co Eli filed Critical Lilly Co Eli
Publication of IE34713L publication Critical patent/IE34713L/en
Publication of IE34713B1 publication Critical patent/IE34713B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/02Preparation
    • C07D501/08Preparation by forming the ring or condensed ring systems
    • C07D501/10Preparation by forming the ring or condensed ring systems from compounds containing the penicillin ring system
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Molecular Biology (AREA)
  • Cephalosporin Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1289392 3 - Hydroxy - 3 - methyl - 7 - aminocepham - 4 - carboxyl derivatives ; cephalo- Sporins ELI LILLY & CO 4 Dec 1970 [24 Feb 1970 (2)] 57731/70 Heading C2A Novel 3 - hydroxy - 3 - methyl - 7 - aminocepham - 4 - carboxyl compounds of general formula wherein R is H, H 2 #, or an amino-protecting group and R<SP>1</SP> is H, an ester group, a salt-forming cation or an anionic charge when R is H 2 #, are prepared by heating a penicillin sulphoxide acid or ester in the presence of sulphuric acid, sulphamic acid, or a soluble salt or ester thereof to about 80‹ C. to about 150‹ C. in a reaction mixture containing at least about 10% by volume of a tertiary carboxamide to yield the acid or ester product, which may then be converted to the desired salts or zwitterions. Known #<SP>3</SP>-cephem-cephalosporins can be prepared from the novel compounds, e.g. 3-methyl- 7 - (2<SP>1</SP> - phenoxy - acetamido) - 3 - cephem - 4- carboxylate is prepared by treating 4<SP>11</SP>-nitrobenzyl 3 - hydroxy - 3 - methyl - 7 - (2<SP>1</SP>- phenoxy - acetamido) - cepham - 4 - carboxylate with acetic anhydride and N,N-dimethylacetamide to yield 4<SP>11</SP>-nitrobenzyl-3-methyl-7-(2<SP>1</SP>- phenoxy - acetamido) - 3 - cephem - 4 - carboxylate and removing the ester group by known hydrogenation methods. [GB1289392A]
IE1424/70A 1970-02-24 1970-11-09 3-hydroxy-3-methyl cepham-4-carboxylic compounds IE34713B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US1381570A 1970-02-24 1970-02-24
US1381470A 1970-02-24 1970-02-24

Publications (2)

Publication Number Publication Date
IE34713L true IE34713L (en) 1971-08-24
IE34713B1 IE34713B1 (en) 1975-07-23

Family

ID=26685285

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1424/70A IE34713B1 (en) 1970-02-24 1970-11-09 3-hydroxy-3-methyl cepham-4-carboxylic compounds

Country Status (18)

Country Link
JP (1) JPS4946318B1 (en)
BE (1) BE759796A (en)
BG (1) BG19184A3 (en)
CH (1) CH574448A5 (en)
CS (1) CS193010B2 (en)
DE (1) DE2060311B2 (en)
ES (1) ES386042A1 (en)
FR (1) FR2072934A5 (en)
GB (1) GB1289392A (en)
HU (1) HU162238B (en)
IE (1) IE34713B1 (en)
IL (1) IL35801A (en)
NL (1) NL166942C (en)
PL (1) PL84211B1 (en)
RO (1) RO57203A (en)
SE (1) SE406324B (en)
SU (1) SU361571A3 (en)
YU (1) YU35260B (en)

Also Published As

Publication number Publication date
NL166942B (en) 1981-05-15
DE2060311A1 (en) 1971-09-09
BG19184A3 (en) 1975-04-30
SU361571A3 (en) 1972-12-07
IE34713B1 (en) 1975-07-23
SE406324B (en) 1979-02-05
DE2060311B2 (en) 1976-06-24
NL7017666A (en) 1971-08-26
HU162238B (en) 1973-01-29
PL84211B1 (en) 1976-03-31
JPS4946318B1 (en) 1974-12-09
FR2072934A5 (en) 1971-09-24
NL166942C (en) 1981-10-15
BE759796A (en) 1971-06-03
GB1289392A (en) 1972-09-20
YU35260B (en) 1980-10-31
CS193010B2 (en) 1979-09-17
IL35801A0 (en) 1971-02-25
ES386042A1 (en) 1973-12-16
RO57203A (en) 1974-12-11
CH574448A5 (en) 1976-04-15
IL35801A (en) 1974-10-22
YU292570A (en) 1980-04-30

Similar Documents

Publication Publication Date Title
GB1348199A (en) Acylaminopenicillanic acid derivatives
YU322675A (en) Process for the continuous separation of acetic acid from aqueous solutions of low concentrations
GB1489780A (en) Process of preparing a stable composition containing a compound of the prostaglandin e group
GB1355147A (en) Oxoprostanoic acid derivatives
ES436565A1 (en) Enzymatic preparation of 6-d-(&#39;)-&#39; -amino-&#39; -(p-hydroxyphenylacetamino)penicillin acid
IL33846A (en) Derivatives of 1-thiachromone and 4-thionchromone,their preparation and pharmaceutical compositions containing them
IE34181B1 (en) New cephalosporins useful as intermediates in making cephalexin and improved process for the synthesis of cephalexin
IE34713L (en) 3 - hydroxy - 3 - methyl - cepham - 4 -carboxylic compounds
GB1432503A (en) Cycloalkylalkylesters and process for their preparation
IE35542L (en) Method for preparing penicillin sulfoxides
GB1356789A (en) Derivatives of theophylline
IE32859B1 (en) Penicilloic acid derivatives and process for the manufacture thereof
GB1512660A (en) Cephalosporin esters
IE36822B1 (en) Process for the preparation of methylcobalamine
GB1314758A (en) Production of antibacterial agents
GB1205226A (en) Process for the isolation of cephalosporin c
CH610901A5 (en) Process for the preparation of 7-(alpha-substituted acetamido)-3-cephem-4-carboxylic acid derivatives
JPS5513245A (en) Preparation of m-aminoacetanilide
GB1343942A (en) Procedure for obtaining 6-amino-penicillan-acid
US3188311A (en) Process for the preparation of 7-amino-cephalosporanic acids
GB1344707A (en) Cephalosporins via penicillin sulphoxide conversion
JPS5331683A (en) Novel process for preparation of alpha-amino acid derivatives
GB1468333A (en) Ketoglutaric acid derivatives
IE820746L (en) Improved process for preparing penicillanic acid derivatives
GB1489541A (en) Process for preparing 2-(n-(2-dimethylamino ethyl)-n-(p-methoxybenzyl)-amino)pyridine 1,2,3,6-tetrahydro-1,3-dimethyl-2,6-dioxopurin-7-acetate