US3681380A
Expired / Lapsed
US
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Thiazoline azetidinones
Assignee: Eli Lilly and Co
•
Filing: 1971-02-03
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Granted: 1972-08-01
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Expires: 1991-02-03
Abstract
Abstract Novel 2-substituted thiazoline azetidinones are obtained from 2,6-disubstituted thiazoline azetidinones by treatment with lead tetraacetate followed by hydrolysis. The novel 2-substituted thiazoline azetidinones are reduced by treatment with aluminum amalgam or sodium borohydride to the corresponding thiazolidine azetidinones which are useful in the synthesis of penicillins and cephalosporins.
Inventors
- 👤 Robin D G Cooper
- 👤 David S Fukuda
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 16:28
CPC Classifications
C; C07; C07D; C07D513/00; C07D513/02; C07D513/04
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
11 words
A thiazoline azetidinone as in claim 1 wherein R is hydrogen.
Claim 2
Dependent Claim
11 words
A thiazoline azetidinone as in claim 1 wherein R is carbomethoxy.
Claim 3
Dependent Claim
11 words
A thiazoline azetidinone as in claim 1 wherein R is benzyl.
Claim 4
Dependent Claim
11 words
A thiazoline azetidinone as in claim 1 wherein R is 2-phenoxyisopropyl.
Claim 5
Dependent Claim
11 words
A thiazoline azetidinone as in claim 1 wherein R is phenoxymethyl.
Claim 6
Independent Claim
57 words
A method for the preparation of a thiazoline azetidinone having the formula: wherein R is hydrogen; methoxy; carbomethoxy; C1-C8 alkyl, optionally substituted with hydroxy, mercapto, C1-C3 alkoxy, C1-C3 alkylthio, or cyano; C2-C8 alkenyl, optionally substituted with hydroxy, mercapto, C1-C3 alkoxy, C1-C3 alkylthio, or cyano; C3-C8 cycloalkyl, optionally substituted with hydroxy, mercapto, C1-C3 alkoxy, C1-C3 alkylthio, or cyano;
Claim 7
Dependent Claim
20 words
A method as in claim 7 wherein the treatment with water is conducted at a pH of 7 to 8.
References Cited (Backward Citations)
US3522266A
Cited
US3422103A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-08-01 | 1976-01-31 | 1976-08-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-08-01 | 1980-01-31 | 1980-08-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-08-01 | 1984-01-31 | 1984-08-01 | $7700.00 | Window Closed / Lapsed |