Collect. Czech. Chem. Commun. 1995, 60, 1186-1190

Synthesis of trans β-Lactams of Estrane Series

Abdul U. Siddiqui, Yelluru Satyanarayana and Abdul H. Siddiqui

Department of Chemistry, Nizam College, Osmania University, Hyderabad-500001, India


17,17-Ethylenedioxy-1,3,5(10)-estratrien-3β-ol (I) was converted into ethyl ester II by reaction with ethyl chloroacetate in the presence of potassium. The ethyl ester II on reaction with hydrazine gave hydrazide III, which on condensation with aromatic aldehydes gave Schiff bases IVa-IVd. The reaction of Schiff bases IVa-IVd with chloroacetyl chloride in the presence of triethylamine afforded β-lactams Va-Vd.