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Intermediates for producing semi-synthetic cephalosporins and methods of production

Assignee: Wyeth LLC
•
Filing: 1973-07-11
•
Granted: 1975-04-01
•
Expires: 1993-07-11
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Abstract

Abstract Novel 6-APA, 7-ACA, and 7-ADCA derivatives are described which comprise phosphorylated derivatives of 6-APA, 7-ACA, or 7-ADCA and the corresponding acylated derivatives thereof. The novel compounds are prepared by the reaction of 6-APA, 7-ACA, 7-ADCA or a salt thereof with a phosphorus halide in the presence of an acid acceptor and subsequently acylating the thus formed phosphorylated compound, to form a phosphorylated acylated derivative which upon hydrolysis with water splits off the protective group(s) to provide the corresponding semi-synthetic penicillin or cephalosporin having useful antibacterial activity.

Inventors

  • 👤 John H Sellstedt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 22:05
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6561; C07F9/65611; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 5 words
A COMPOUND OF THE FORMULA:
Claim 2
Dependent Claim 5 words
A COMPOUND OF THE FORMULA:
Claim 3
Dependent Claim 8 words
A compound according to claim 1 which is:
Claim 4
Dependent Claim 8 words
A compound accroding to claim 1 which is:
Claim 5
Independent Claim 10 words
A method wHich comprises reacting a compound of the formula:
Claim 6
Independent Claim 10 words
A method wHich comprises reacting a compound of the formula:
Claim 7
Dependent Claim 21 words
A process according to claim 4 wherein R5 and R6 are joined together with the phosphorus atom to form the ring:
Claim 8
Dependent Claim 71 words
A process according to claim 4 which comprises reacting a cephalosporin selected from the class consisting of 7amino-cephalosporanic acid and 7-amino-3-desacetoxy cephalosporanic acid under anhydrous conditions and in the presence of an acid binding agent with a 2-halo-1,3,2-dioxaphospholane or a lower alkyl substituted derivative thereof at a temperature between about -10*C. and 25*C, the molar ratio of said 2-halo-1,3,2-dioxaphospholane are lower alkyl derivative thereto to said cephalosporin being at least 1:1.

References Cited (Backward Citations)

US3809699A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-03-31 1978-09-30 1979-04-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-03-31 1982-09-30 1983-04-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-03-31 1986-09-30 1987-04-01 $7700.00 Window Closed / Lapsed

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