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US4122262A Expired / Lapsed US ⏱️ 0.0 years remaining

Intermediates and methods for preparing 7-acylamino-8-oxo-oxa-1-azabicyclo[4.2.0]octane-2-carboxylic acid derivatives

Assignee: GlaxoSmithKline LLC
•
Filing: 1977-08-08
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Granted: 1978-10-24
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Expires: 1997-08-08
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Abstract

Abstract Intermediates and methods for preparing a new series of 7-acylamino-8-oxo-3-oxa-1-azabicyclo[4.2.0]-octane-2-carboxylic acid derivatives are described. The end product compounds have antibacterial activity especially against certain Gram negative organisms.

Inventors

  • 👤 Thomas Francis Buckley
  • 👤 John Gerald Gleason

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 19:30
CPC Classifications
C; C07; C07D; C07D205/00; C07D205/02; C07D205/06; C07D205/08; C07D205/085; A; A61; A61P; A61P31/00; A61P31/04

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 57 words
A compound of the formula: ##STR6## in which: R 4 is hydrogen or a carboxy protective group susceptible to removal by hydrogenation or hydrolysis with an alkali metal carbonate; R 3 is a saturated or unsaturated, substituted or unsubstituted lower alkyl of 1-4 carbons; X is thio or oxy; and R 5 is amino or blocked amino.
Claim 2
Dependent Claim 57 words
A compound of the formula: ##STR6## in which: R 4 is hydrogen or a carboxy protective group susceptible to removal by hydrogenation or hydrolysis with an alkali metal carbonate; R 3 is a saturated or unsaturated, substituted or unsubstituted lower alkyl of 1-4 carbons; X is thio or oxy; and R 5 is amino or blocked amino.
Claim 3
Dependent Claim 23 words
The compound of claim 1 in which: R 4 is hydrogen; R 3 is methyl; X is oxy; and R 5 is amino.
Claim 4
Dependent Claim 36 words
The compound of claim 1 in which: R 4 is diphenylmethyl; R 3 is methyl; X is oxy; and R 5 is an amino blocked by a group which can be converted to amino by hydrogenation.
Claim 5
Dependent Claim 26 words
The compound of claim 1 in which: R 4 is a carboxyl protective group; R 3 is methyl; X is oxy; and R 5 is amino.
Claim 6
Dependent Claim 24 words
The compound of claim 3 in which R 5 is azido and the configuration at position 4 is α and at 2 is β.
Claim 7
Dependent Claim 8 words
The compound of claim 1 being cis-7-amino-4α-methoxy-8-oxo-3-oxa-1-azabicyclo[4.2.0]octane-2β-carboxylic acid.

References Cited (Backward Citations)

US4013653A Cited
US4012383A Cited
US4011216A Cited
US4068078A Cited
US4068080A Cited
US4068075A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-10-23 1982-04-24 1982-10-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-10-23 1986-04-24 1986-10-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-10-23 1990-04-24 1990-10-24 $7700.00 Window Closed / Lapsed

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