Process for preparing a 3-exomethylenecepham sulfoxide from peni

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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424246, C07D50102

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active

040752038

ABSTRACT:
A penicillin sulfoxide ester is reacted with an N-chloro halogenating agent at a temperature of from about 75.degree. C. to about 135.degree. C. and in the presence of an alkylene oxide and calcium oxide to produce a 2-chlorosulfinylazetidin-4-one intermediate. The intermediate, upon separation from the alkylene oxide, calcium oxide, and any conversion products of both the alkylene oxide and calcium oxide, can be treated with stannic chloride to produce a 3-exomethylenecepham sulfoxide.

REFERENCES:
patent: 3843682 (1974-10-01), Kskolja et al.
patent: 3963712 (1976-06-01), Koyama et al.
patent: 3966720 (1976-06-01), Tomioka et al.
patent: 3975385 (1976-08-01), Bouchaupon et al.

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