Process for preparing penem derivatives

Details Process for preparing penem derivatives Process for preparing penem derivatives

1983-12-06

1986-04-29

Rizzo, Nicholas S.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

514192, 514195, 2602452R, 2602452T, 260239A, C07D49900

Patent

active

045858748

ABSTRACT:
A new process is described for the preparation of (5R)-penem derivatives of the general formula I: ##STR1## wherein R.sub.1 represents a hydrogen atom or an organic group; R.sub.2 represents a hydrogen atom or a carboxy protecting group and Y represents a hydrogen or halogen atom or an organic group. A 2-thiacephem derivative of the general formula II: ##STR2## wherein R.sub.1, R.sub.2 and Y have the meanings/given above is oxidized by means of organic peracids to the corresponding sulphone of the general formula III: ##STR3## which is subsequently submitted to a desulphurative ring contraction by extrusion of SO.sub.2 to give exclusively the desired (5R)-penem derivatives of the general formula I.

REFERENCES:
patent: 4474793 (1984-10-01), Ross et al.
patent: 4485110 (1984-11-01), Osborne
patent: 4496684 (1985-01-01), Micetich et al.

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