IE34713L - 3 - hydroxy - 3 - methyl - cepham - 4 -carboxylic compounds - Google Patents
3 - hydroxy - 3 - methyl - cepham - 4 -carboxylic compoundsInfo
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic 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
- C07D501/02—Preparation
- C07D501/08—Preparation by forming the ring or condensed ring systems
- C07D501/10—Preparation by forming the ring or condensed ring systems from compounds containing the penicillin ring system
-
- 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
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]
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) |
-
0
- BE BE759796D patent/BE759796A/en unknown
-
1970
- 1970-11-09 IE IE1424/70A patent/IE34713B1/en unknown
- 1970-11-30 ES ES386042A patent/ES386042A1/en not_active Expired
- 1970-11-30 CH CH1771170A patent/CH574448A5/xx not_active IP Right Cessation
- 1970-12-02 YU YU2925/70A patent/YU35260B/en unknown
- 1970-12-03 JP JP45106408A patent/JPS4946318B1/ja active Pending
- 1970-12-03 DE DE19702060311 patent/DE2060311B2/en active Granted
- 1970-12-03 NL NL7017666.A patent/NL166942C/en not_active IP Right Cessation
- 1970-12-03 SE SE7016353A patent/SE406324B/en unknown
- 1970-12-04 GB GB1289392D patent/GB1289392A/en not_active Expired
- 1970-12-04 FR FR7043738A patent/FR2072934A5/fr not_active Expired
- 1970-12-07 BG BG016233A patent/BG19184A3/en unknown
- 1970-12-07 IL IL35801A patent/IL35801A/en unknown
- 1970-12-08 CS CS708263A patent/CS193010B2/en unknown
- 1970-12-10 PL PL1970144903A patent/PL84211B1/en unknown
- 1970-12-10 HU HUEI368A patent/HU162238B/hu unknown
- 1970-12-11 SU SU1499787A patent/SU361571A3/ru active
- 1970-12-21 RO RO65381A patent/RO57203A/ro unknown
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 |
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