Transformation of cephalosporins: a new reaction with dinitrogen trioxide
Abstract
The reaction of N2O3 with 2,2,2-trichloroethyl 3-methyl-7β-phenoxyacetamidoceph-3-em-4-carboxylate gives by a new reaction mode, 2,2,2-trichloroethyl 4α-hydroxy-3α-methyl-3β-nitro-7β-phenoxyacetamidocepham-4-carboxylate, the structure and stereochemistry of which were elucidated by 400 MHz n.m.r. and difference nuclear Overhauser enhancement spectroscopy.