Morpholine → HCID 70636414, compound

Participants

Reaction Steps

Benzhydryl 7-phenylacetamido-3-isocyanato-2-cephem-4-carboxylate reacts with 2 equivalents of isopropylamine in tetrahydrofuran at 0° for approximately 1 hour to provide benzhydryl 7-phenylacetamido-3-isopropylureido-3-cephem-4-carboxylate. Likewise morpholine reacts under similar conditions with tert-butyl 7-(2-thienylacetamido)-3-isocyanato-2-cephem-4-carboxylate to provide tert-butyl 7 -(2-thienylacetamido)-3-morpholinocarbonylamino-3-cephem-4-carboxylate. When 4'-methoxybenzyl 7-(tert-butoxycarbonylamino)-3-isocyanato-2-cephem-4carboxylate is reacted with 2.5 equivalents of N-methylaniline in methylene chloride at 0° for about 1 hour, the product isolated, after chromatography, is 4'-methoxybenzyl 7-(tert-butoxycarbonylamino)-3-(N-methyl-N-phenylureido)-3-cephem-4-carboxylate.

Provenance & Evidence