Water → HCID 131721504, compound

Participants

Reaction Steps

A solution of 4-methoxybenzyl glyoxylate (1.82 g) in dichloroethane (30 ml) was heated at reflux using a Dean and Stark water separator for 1 h. The solution was then cooled to room temperature and then (3R,4R)-4-[(2RS,5SR)-5-methoxymethyltetrahydrofuran-2-ylcarbonylmethylthio]-3-phenoxyacetamidoazetidin-2-one (2.94 g) in dichloroethane (20 ml) was added followed by triethylamine (0.1 ml). The mixture was stirred at room temperature for 1 h and then the solvents were removed on a rotary evaporator. The product was isolated as a mixture of isomers (3.23 g) by column chromatography of the residue (silica gel, ethyl acetate as eluent); νmax (CHCl3) 3411, 1780, 1745 and 1691 cm-1.

Provenance & Evidence