60686-95-5Relevant academic research and scientific papers
A New Dihydrothiazine Ring Closure for the Preparation of 3-Methylcephalosporins from Azetidinone Disulfides at 5-10 deg
Davis, Michael,Wu, Wen-Yang
, p. 1519 - 1526 (2007/10/02)
p-Nitrobenzyl (2 R, 3 R)-2-(benzothiazol-2'-yldithio)-α-isopropenyl-4-oxo-3-phenoxyacetylamino-azetidine-1-acetate (3a), readily prepared from penicillin V, is smoothly cyclized by ammonium acetate in a dimethyl sulfoxide/tetrahydrofuran mixture at 5-10 deg to the ceph-3-em ester (2a) in high yield.Other ethers (3b-d), but not the free acid (3e), behave in a similar way.The ceph-3-em esters can be readily de-esterified to the free acid (2e).
