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US3985742A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing 3-hydroxymethyl cephalosporins

Assignee: Merck and Co Inc
•
Filing: 1975-02-18
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Granted: 1976-10-12
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Expires: 1995-02-18
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Abstract

Abstract Disclosed are 7 beta -(D-5-amino-5-carboxyvaleramido)-7-methoxy-3-cephem-4-carboxylic acids which are substituted in the three position of the "cephem" nucleus by a variety of alkyl, haloalkyl or oxygen, sulfur and nitrogen containing substituents; and the salts, esters and amide derivatives thereof. Certain of the products are obtained by fermentation and others are obtained by synthetic means. The products exhibit activity against gram-negative and gram-positive bacteria.

Inventors

  • 👤 Edward O. Stapley
  • 👤 Justo M. Mata

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 12:10
CPC Classifications
C; C12; C12P; C12P35/00; C12P35/08; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/886; Y10S435/897

Claims Analysis

Total Claims: 2
Claim 1
Independent Claim 57 words
A method for the preparation of a salt of 7β-(D-5-amino-5-carboxyvaleramido)-3-(hydroxymethyl)-7-methoxy-3-cephem-4-carboxylic acid; which comprises treating a diester of 7β-(D-5-amino-5-carboxyvaleramido)-3-(carbamoyloxymethyl)-7-methoxy-3-cephem-4-carboxylic acid in which the 5-amino group has been blocked, with nitrosyl chloride to afford the corresponding diester of 7β-(D-5-amino-5-carboxyvaleramido)-3-(hydroxymethyl)-7-methoxy-3-cephem-4-carboxylic acid which, when subjected to catalytic hydrogenation and treatment with hydrazine hydrate in a basic solution, affords the desired product.
Claim 2
Independent Claim 57 words
A method for the preparation of a salt of 7β-(D-5-amino-5-carboxyvaleramido)-3-(hydroxymethyl)-7-methoxy-3-cephem-4-carboxylic acid; which comprises treating a diester of 7β-(D-5-amino-5-carboxyvaleramido)-3-(carbamoyloxymethyl)-7-methoxy-3-cephem-4-carboxylic acid in which the 5-amino group has been blocked, with nitrosyl chloride to afford the corresponding diester of 7β-(D-5-amino-5-carboxyvaleramido)-3-(hydroxymethyl)-7-methoxy-3-cephem-4-carboxylic acid which, when subjected to catalytic hydrogenation and treatment with hydrazine hydrate in a basic solution, affords the desired product.

References Cited (Backward Citations)

US3668202A Cited
US3883518A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-10-12 1980-04-12 1980-10-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-10-12 1984-04-12 1984-10-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-10-12 1988-04-12 1988-10-12 $7700.00 Window Closed / Lapsed

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