Daxalipram, Mesopram

美索普兰-13C-D3Chemical Name: (-)-(R)-5-(4-Methoxy-3-propoxyphenyl)-5-methyloxazolidin-2-one
CAS No. 189940-24-7
项目整合开发状态: Phase II
项目研究机构: Schering AG (Originator)
合成路线:3'-Methoxy-4'-propyloxyacetophenone (I) was converted to cyanohydrin (II) by treatment with trimethylsilyl cyanide in the presence of ZnI2.Subsequent reduction of (II) with LiAlH4 yielded the amino alcohol (III).This was cyclized to the racemic oxazolidinone (IV) by reaction with carbonyl diimidazole in THF.Coupling of the racemic (IV) with (R)-1-(1-naphthyl)ethyl isocyanate (V) furnished the corresponding urea as a diastereomeric mixture,which was separated by column chromatography.The desired isomer (VI) was then hydrolyzed by means of potassium ethoxide to give the title (R) oxazolidine.