1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 5-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-(2,4-dimethoxybenzyl)piperidin-2-one

Participants

Reaction Steps

To a solution of 1-(2,4-dimethoxybenzyl)-6-oxopiperidine-3-carboxylic acid (3.39 g) in chloroform (15 ml) were sequentially added (R)-4-benzyl-2-oxazolidinone (2.04 g), WSC.HCl (2.44 g) and 4-dimethylaminopyridine (706 mg) at room temperature, and the mixture was stirred overnight. This reaction mixture was purified by silica gel column chromatography (eluent: chloroform/ethyl acetate=4/1 to 1/1) to give the titled compound (low-polarity component 3.37 g, high-polarity component 2.72 g).

Provenance & Evidence