Ethyl Acetate → HCID 86745596, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (4S)-3,3-diethyl-1-[(R)-α-n-propyl-(4-methyl)-benzylaminocarbonyl]-4-[4-(bromomethyl)phenoxy]-azetidin-2-one (362 mg, 0.72 mmol) and triethyl phosphite (1.4 mL, 8.2 mmol) was heated for 2 hours at 90° C. The crude product mixture was subjected to flash chromatography on silica gel using initially 25% ethyl acetate in hexane and subsequently 33% ethyl acetate in hexane as the mobile phase. (4S)-3,3-Diethyl-1-[(R)-α-n-propyl(4-methyl)-benzylaminocarbonyl)]-4-[4-(diethoxyphosphinylmethyl)-phenoxy]-azetidin-2-one was obtained as colorless oil; yield 371 mg, 92%; Fast atom bombardment mass spectrum (FAB MS): m/z 559 (M+1).

Provenance & Evidence