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Short Paper | Regular issue | Vol 85, No. 4, 2012, pp.903-910
Published online, 28th February, 2012
DOI: 10.3987/COM-12-12430
Synthesis and Crystal Structure of Novel Chiral N-Dichloroacetyl-2-substituted-5-methyl-1,3-oxazolidines

Shuang Gao, Ying Fu, Li-Xia Zhao, Zhi-Yong Xing, and Fei Ye*

*Department of Applied Chemistry, College of Sciences, Northwest Agricultural University, Harbin 150030, Heilongjiang, China

Abstract

Chiral 1-amino-2-propanols 4-5 were prepared by racemic 1-amino-2-propanol and chiral tartaric acid. Then, chiral N-dichloroacetyl-2-substituted-5-methyl-1,3-oxazolidines 6-11 were synthesized by the reaction of chiral 1-amino-2-propanol with ketone and dichloroacetyl chloride. The structures of the compounds were characterized by IR, 1H NMR, 13C NMR, MS and elemental analysis. The configuration of 7 was determined by X-ray crystallography.