1-({[(1R,3S,4S)-3-methoxy-4-(nitrooxy)cyclopentyl]carbonyl}oxy)ethyl 2-ethoxy-1-{[2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylate → HCID 178467376, compound

Participants

Reaction Steps

A methanol (20 mL) solution of 1-({[(1R,3S,4S)-3-methoxy-4-(nitrooxy)cyclopentyl]carbonyl}oxy)ethyl 2-ethoxy-1-{[2′-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylate (1420 mg, 1.62 mmol) was heated to 70° C. for 2 hours. The reaction mixture was concentrated in vacuo, and the residue was purified by column chromatography, eluting with 0/100→10/90 methanol/dichloromethane to give the title compound as a white solid. Chromatography of the diasteromeric mixture over Chiralpak IC column, eluting with methanol/carbon dioxide, afforded the separate disastereomers D1 and D2.

Provenance & Evidence