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US4448976A Expired / Lapsed US ⏱️ 0.0 years remaining

Chiral synthesis of thienamycin from D-gluocose

Assignee: Merck and Co Inc
•
Filing: 1983-02-07
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Granted: 1984-05-15
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Expires: 2003-02-07
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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 21:12
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: 4
Claim 1
Independent Claim 55 words
A compound selected from the group consisting of ##STR14## wherein: R 1 is lower alkyl having 1-6 carbon atoms; R 2 and R 3 are independently selected from hydrogen or triorganosilyl; and R 4 and R 5 are independently selected from alkyl having 1-6 carbon atoms and are joined as indicated by the dotted line.
Claim 2
Dependent Claim 55 words
A compound selected from the group consisting of ##STR14## wherein: R 1 is lower alkyl having 1-6 carbon atoms; R 2 and R 3 are independently selected from hydrogen or triorganosilyl; and R 4 and R 5 are independently selected from alkyl having 1-6 carbon atoms and are joined as indicated by the dotted line.
Claim 3
Dependent Claim 9 words
A compound of claim 1 having the formula ##STR15##
Claim 4
Dependent Claim 9 words
A compound of claim 1 having the formula ##STR16##

References Cited (Backward Citations)

US4324900A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-05-15 1987-11-14 1988-05-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-05-15 1991-11-14 1992-05-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-05-15 1995-11-14 1996-05-15 $7700.00 Window Closed / Lapsed

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