US4287123A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Synthesis of thienamycin via (3SR, 4RS)-3-((RS)-1-acyloxyethyl)-2-oxo-4-azetidineacetate
Assignee: Merck and Co Inc
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Filing: 1980-01-14
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Granted: 1981-09-01
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Expires: 2000-01-14
Abstract
Abstract Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: ##STR1## wherein R is a readily removable carboxyl protecting group; and ##STR2## is a readily removable acyl group.
Inventors
- 👤 Thomas M. H. Liu
- 👤 David G. Melillo
- 👤 Kenneth M. Ryan
- 👤 Ichiro Shinkai
- 👤 Meyer Sletzinger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 00:39
CPC Classifications
C; C07; C07D; C07D309/00; C07D309/16; C07D309/28; C07D309/30; C07D205/00; C07D205/02; C07D205/06; C07D205/08; C07D477/00; C07D477/02; C07D477/04; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/10; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 3
Claim 1
Independent Claim
50 words
A compound having the structure: ##STR35## wherein R 1 is hydrogen or a readily removable protecting group selected from alkyl having 1-6 carbon atoms, phenyl and aralkyl having 7-12 carbon atoms; and R 4 is selected from the group consisting of hydrogen loweralkyl having 1-6 carbon atoms, phenyl and phenylloweralkyl.
Claim 2
Dependent Claim
50 words
A compound having the structure: ##STR35## wherein R 1 is hydrogen or a readily removable protecting group selected from alkyl having 1-6 carbon atoms, phenyl and aralkyl having 7-12 carbon atoms; and R 4 is selected from the group consisting of hydrogen loweralkyl having 1-6 carbon atoms, phenyl and phenylloweralkyl.
Claim 3
Dependent Claim
24 words
A compound according to claim 1 wherein R 4 is selected from the group consisting of hydrogen, methyl, ethyl, t-butyl, benzyl, phenyl, and 1,1,1-trichloroethyl.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-08-31 | 1985-03-02 | 1985-09-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-31 | 1989-03-02 | 1989-09-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-31 | 1993-03-02 | 1993-09-01 | $7700.00 | Window Closed / Lapsed |