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US4544502A
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Chiral synthesis of thienamycin from D-glucose
Assignee: Merck and Co Inc
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Filing: 1984-01-25
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Granted: 1985-10-01
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Expires: 2004-01-25
Abstract
Abstract Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.
Inventors
- 👤 Philippe L. Durette
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 10:17
CPC Classifications
C; C07; C07H; C07H19/00; C07H19/02; C07H19/04; C07D; C07D205/00; C07D205/02; C07D205/06; C07D205/08; C07D477/00; C07D477/02; C07D477/04; C07H9/00; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 2
Claim 1
Independent Claim
23 words
A compound selected from the group consisting of ##STR14## wherein R and R 1 are each selected from alkyl having 1-6 carbon atoms.
Claim 2
Dependent Claim
23 words
A compound selected from the group consisting of ##STR14## wherein R and R 1 are each selected from alkyl having 1-6 carbon atoms.
References Cited (Backward Citations)
US4384998A
Cited
US4448976A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-09-30 | 1989-04-01 | 1989-10-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-09-30 | 1993-04-01 | 1993-10-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-09-30 | 1997-04-01 | 1997-10-01 | $7700.00 | Window Closed / Lapsed |