(+/-)-Tert-butyl 1-[3-({[4-(acetoxymethyl)phenyl](cyclopentyl)acetyl}-amino)benzyl]cyclopropanecarboxylate → (+/-)-Tert-butyl 1-[3-({cyclopentyl[4-(hydroxymethyl)phenyl]-acetyl}amino)benzyl]cyclopropanecarboxylate

Participants

Reaction Conditions

Reaction Steps

12.50 g (24.72 mmol) of (+/−)-tert-butyl 1-[3-({[4-(acetoxymethyl)phenyl](cyclopentyl)acetyl}-amino)benzyl]cyclopropanecarboxylate were dissolved in 228 ml of a 2 M solution of ammonia in methanol and stirred at 30° C. for 2 h, then at 40° C. for 2 h and finally at RT overnight. The solution was then concentrated under reduced pressure and the residue was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 10:1→2:1). This gave 11.88 g (96.5% of theory) of the target compound.

Provenance & Evidence