US4017515A
Expired / Lapsed
US
⏱️ 0.0 years remaining
α-(Etherified oximino) carboxylic acids and acid chlorides
Assignee: Glaxo Laboratories Ltd
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Filing: 1975-09-30
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Granted: 1977-04-12
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Expires: 1995-09-30
Abstract
Abstract α-(Etherified oximino)carboxylic acids, represented by the formula:- ##STR1## where R is hydrogen or an organic group having 1-20 carbon atoms and R a is an etherifying monovalent organic group having 1-16 carbon atoms linked to the oxygen atom through a carbon atom, and the corresponding acid chlorides, are useful intermediates in the preparation of highly active, highly β-lactamase-stable 7β-[α-(etherified oximino)acylamido]-ceph-3-em-4-carboxylic acid antibiotics. The compounds are syn isomers or exist as mixtures of syn and anti isomers containing at least 75% of the syn isomer.
Inventors
- 👤 Martin C. Cook
- 👤 Gordon I. Gregory
- 👤 Janice Bradshaw
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 20:32
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/32; C07D207/325; C07C; C07C271/00; C07C271/06; C07C271/08; C07C271/10; C07C271/14; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/54; C07D213/55; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/40; C07D307/42; C07D307/54; C07D307/77; C07D307/78; C07D307/79; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/14; C07D333/16; C07D333/24; C07D333/50; C07D333/52; C07D333/54; C07D333/60; C07D499/00
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
134 words
A compound selected from the group consisting of an acid of the formula ##STR39##wherein R is thienyl; furyl; benzothienyl; benzofuryl; or thienyl, furyl, benzothienyl or benzofuryl substituted by fluoro, chloro, bromo, iodo, hydroxy, lower alkyl, nitro, amino, lower alkylamino, di(lower alkyl)amino, lower alkanoyl, lower alkanoylamido, lower alkoxy, lower alkylthio or carbamoyl; and R a is lower alkyl; lower cycloalkyl; phenyl; naphthyl; benzyl; phenylethyl; diphenylmethyl; triphenylmethyl; thienylmethyl; furylmethyl; pyridylmethyl; pyrrolylmethyl; or any of these groups substituted by hydroxy, carboxy, lower alkxoycarbonyl, benzyloxycarbonyl, acetamido, benzamido, cyano, lower alkanoyl, amino, lower alkoxycarbonylamino, benzyloxycarbonylamino, fluoro, chloro, bromo, iodo or lower alkoxy, the said acid being in the form of a syn isomer free of the corresponding anti isomer to the extent of at least 75% based on the total weight of said acid; and the acid chloride thereof.
Claim 2
Dependent Claim
134 words
A compound selected from the group consisting of an acid of the formula ##STR39##wherein R is thienyl; furyl; benzothienyl; benzofuryl; or thienyl, furyl, benzothienyl or benzofuryl substituted by fluoro, chloro, bromo, iodo, hydroxy, lower alkyl, nitro, amino, lower alkylamino, di(lower alkyl)amino, lower alkanoyl, lower alkanoylamido, lower alkoxy, lower alkylthio or carbamoyl; and R a is lower alkyl; lower cycloalkyl; phenyl; naphthyl; benzyl; phenylethyl; diphenylmethyl; triphenylmethyl; thienylmethyl; furylmethyl; pyridylmethyl; pyrrolylmethyl; or any of these groups substituted by hydroxy, carboxy, lower alkxoycarbonyl, benzyloxycarbonyl, acetamido, benzamido, cyano, lower alkanoyl, amino, lower alkoxycarbonylamino, benzyloxycarbonylamino, fluoro, chloro, bromo, iodo or lower alkoxy, the said acid being in the form of a syn isomer free of the corresponding anti isomer to the extent of at least 75% based on the total weight of said acid; and the acid chloride thereof.
Claim 3
Dependent Claim
9 words
The compound of claim 1 which is syn-2-methoxyimino-2-(thien-2-yl)acetic acid.
Claim 4
Dependent Claim
9 words
The compound of claim 1 which is syn-2-ethoxyimino-2-(thien-2-yl)acetic acid.
Claim 5
Dependent Claim
9 words
The compound of claim 1 which is syn-2-n-propoxyimino-2-(thien-2-yl)acetic acid.
Claim 6
Dependent Claim
9 words
The compound of claim 1 which is syn-2-n-butoxyimino-2-(thien-2-yl)acetic acid.
Claim 7
Dependent Claim
9 words
The compound of claim 1 which is syn-2-t-butoxyimino-2-(thien-2-yl)acetic acid.
Claim 8
Dependent Claim
9 words
The compound of claim 1 which is syn-2-cyclopentyloxyimino-2-(thien-2yl)acetic acid.
Claim 9
Dependent Claim
9 words
The compound of claim 1 which is syn-2-phenoxyimino-2-(thien-2-yl)acetic acid.
Claim 10
Dependent Claim
9 words
The compound of claim 1 which is syn-2-methoxyimino-2-(fur-2-yl)acetic acid.
Claim 11
Dependent Claim
9 words
The compound of claim 1 which is syn-2-ethoxyimino-2-(fur-2-yl)acetic acid.
Claim 12
Dependent Claim
9 words
The compound of claim 1 which is syn-2-t-butoxyimino-2-(fur-2-yl)acetic acid.
Claim 13
Dependent Claim
9 words
The compound of claim 1 which is syn-2-cyclopentyloxyimino-2-(fur-2-yl)acetic acid.
Claim 14
Dependent Claim
9 words
The compound of claim 1 which is syn-2-phenoxyimino-2-(fur-2-yl)acetic acid.
Claim 15
Dependent Claim
9 words
The compound of claim 1 which is syn-2-methoxyimino-2-(fur-2-yl)acetyl chloride.
Claim 16
Dependent Claim
9 words
The compounds of claim 1 which is syn-methoxyimino-2-(thien-2-yl)acetyl chloride.
References Cited (Backward Citations)
US3546219A
Cited
US3573294A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-04-11 | 1980-10-11 | 1981-04-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-04-11 | 1984-10-11 | 1985-04-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-04-11 | 1988-10-11 | 1989-04-12 | $7700.00 | Window Closed / Lapsed |