122347-90-4Relevant articles and documents
A New Preparative Route to 3-Unsubstituted Cephalosporins from Penicillin V
Davis, Michael,Wu, Wen-Yang
, p. 1591 - 1600 (2007/10/02)
p-Nitrobenzyl (2R,3R)-2-(benzothiazol-2'-yldithio)-α-isopropylidene-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate (7), readily prepared from penicillin V, can be converted into the corresponding 2-allylthio compound (2) by addition of allyl bromide and sodium borohydride at a low temperature.This compound (2) on treatment with ozone, followed by cyclization with trimethyl phosphite, produces a 3H-ceph-3-em ester (4).The ester can be easily de-esterified to the free acid (1b).