Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (08): 989-993. Previous Articles     Next Articles

Original Articles

手性3,5-二甲基-2-芳基-2-吗啉醇盐酸盐的合成及其晶体结构

肖新荣*,袁亚莉,祝良勇,陈孟辉   

  1. (南华大学化学化工学院 衡阳 421001)
  • 收稿日期:2006-10-23 修回日期:1900-01-01 发布日期:2007-07-30
  • 通讯作者: 肖新荣*

Synthesis and Crystal Structure of Chiral 2-Aryl-3,5-dimethyl-2- morpholinol Hydrochloride

XIAO Xin-Rong*, YUAN Ya-Li, ZHU Niang-Yong, CHEN Meng-Hui   

  1. (College of Chemistry and Chemical Engineering, Nanhua University, Hengyang 421001)
  • Received:2006-10-23 Revised:1900-01-01 Published:2007-07-30
  • Contact: XIAO Xin-Rong*,

Enantiopure compound (2R,3R,5S)-3,5-dimethyl-2-(3-chlorophenyl)-2-morpholinol hydrochloride (4a) was synthesized from (S)-2-amino-1-propanol and 2-bromo-m-chloropropiophenone, and (2S,3S,5R)-3,5- di-methyl-2-(6-methoxy-2-naphthyl)-2-morpholinol hydrochloride (4b) was from the enantioisomer (R)-2- amino-1-propanol and 6-methoxy-2-(2-bromopropionyl)naphthalene. Their crystal structures and absolute configurations were determinated by X-ray diffraction experiment and their stereo-structures were tentatively discussed. The compound 4a crystal belongs to orthorhombic system with space group P21212 and cell parameters: a=0.8718(2) nm, b=0.7883(2) nm, c=2.0247(6) nm, Z=4, V=1.3915(7) nm3, Dc=1.328 g/cm3, F(000)=584, R1=0.0399, wR2=0.0797, S=1.042. The compound 4b crystal belongs to ortho-rhombic system with space group P212121 and cell parame-ters: a=0.71035 (9) nm, b=0.77703(10) nm, c=2.9820(4) nm, Z=4, V=1.6318(4) nm3, Dc=1.318 g/cm3, F(000)=688, R1=0.0520, wR2=0.1108, S=0.994.

Key words: chiral, crystal structure, (R)-2-amino-1-propanol, synthesis, morpholinol, (S)-2-amino-1-propanol