C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/118.5
C07D 499/00 (2006.01)
Patent
CA 1098899
ABSTRACT OF THE DISCLOSURE In accordance with this invention, it has been found that carbon analogs of 6.beta.-aminopenicillanic acid and biologi- cally active derivatives thereof. can be formed from esters of 6-oxopenicillanic acid. For example 6.beta.-phenoxyacetylmethyl- penicillanic acid - a carbon analog of penicillin V, may be formed from an ester of 6 -oxopenicillanate. The ester of 6- oxopenicillanic acid is formed by a diiospropyl carbodiimide/ dimethyl sulfoxide oxidation of the corresponding ester of 6.alpha.- hydroxypenicillanic acid. The carbon analogs are formed by a Wittig reaction of the ester of 6 oxopenicillanic acid with a suitable acylmethy1enetriphenylphosphorane followed by satura- tion of the newly formed double bond and removal of the protec- tive ester group.
323256
Lo Young S.
Sheehan John C.
Marks & Clerk
Massachusetts Institute Of Technology
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