GB1244679A - Preparation of isoxazolyl penicillins - Google Patents
Preparation of isoxazolyl penicillinsInfo
- Publication number
- GB1244679A GB1244679A GB42890/69A GB4289069A GB1244679A GB 1244679 A GB1244679 A GB 1244679A GB 42890/69 A GB42890/69 A GB 42890/69A GB 4289069 A GB4289069 A GB 4289069A GB 1244679 A GB1244679 A GB 1244679A
- Authority
- GB
- United Kingdom
- Prior art keywords
- penicillin
- general formula
- group
- isoxazolyl
- aug
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
1,244,679. Isoxazolyl penicillins. TOYO JOZO K.K. 28 Aug., 1969 [28 Aug., 1968; 12 April,. 1969; 31 May, 1969; 28 June, 1969], No. 42890/69. Heading C2A. Isoxazolyl penicillins of the general formula wherein R represents H or a C 1 -C 4 alkyl radical, and R 1 and R 2 , which may be the same or different, are H or halogen atoms, and the non-toxic salts of the compounds in which R is H, are prepared by reacting a penicillin G ester of the general formula in which R<SP>1</SP> is a protective group for the carboxyl group which is either an alkyl radical R or a group which can be easily eliminated without having a detrimental effect on the structure of the penicillin, with a chlorinating agent in the presence of a tertiary organic amine to give a compound of the general formula which is reacted with an isoxazolyl carboxylate of formula in which M represents a metal atom, to give a diacyl penicillin ester of general formula which is then subjected to dephenylacetylation, whereafter, when R<SP>1</SP> is a group capable of being easily eliminated without having a detrimental effect on the structure of the penicillin, the resulting product is so treated in order to eliminate the protective group from the carboxyl group, and the free acid thus obtained is, if desired, neutralized with a non-toxic inorganic or organic base.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6197568 | 1968-08-28 | ||
JP2840169 | 1969-04-12 | ||
JP4274569 | 1969-05-31 | ||
JP5115069 | 1969-06-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1244679A true GB1244679A (en) | 1971-09-02 |
Family
ID=27458875
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB42890/69A Expired GB1244679A (en) | 1968-08-28 | 1969-08-28 | Preparation of isoxazolyl penicillins |
Country Status (9)
Country | Link |
---|---|
AT (1) | AT291439B (en) |
CH (1) | CH543540A (en) |
CS (1) | CS167252B2 (en) |
DE (1) | DE1943667C3 (en) |
DK (1) | DK135535B (en) |
FR (1) | FR2017073A1 (en) |
GB (1) | GB1244679A (en) |
HU (1) | HU162501B (en) |
NL (1) | NL6913158A (en) |
-
1969
- 1969-08-26 HU HUTO798A patent/HU162501B/hu unknown
- 1969-08-28 FR FR6929472A patent/FR2017073A1/fr not_active Withdrawn
- 1969-08-28 DE DE1943667A patent/DE1943667C3/en not_active Expired
- 1969-08-28 GB GB42890/69A patent/GB1244679A/en not_active Expired
- 1969-08-28 CS CS5905A patent/CS167252B2/cs unknown
- 1969-08-28 DK DK460269AA patent/DK135535B/en unknown
- 1969-08-28 NL NL6913158A patent/NL6913158A/xx unknown
- 1969-08-28 AT AT824969A patent/AT291439B/en not_active IP Right Cessation
- 1969-08-28 CH CH1319269A patent/CH543540A/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
AT291439B (en) | 1971-07-12 |
NL6913158A (en) | 1970-03-03 |
DE1943667B2 (en) | 1979-04-12 |
DE1943667C3 (en) | 1979-11-29 |
CH543540A (en) | 1973-10-31 |
FR2017073A1 (en) | 1970-05-15 |
CS167252B2 (en) | 1976-04-29 |
DK135535B (en) | 1977-05-16 |
DE1943667A1 (en) | 1970-05-14 |
HU162501B (en) | 1973-02-28 |
DK135535C (en) | 1977-10-24 |
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