合成左旋和右旋丙叉甘油醇的新方法

A Novel Synthesis of L-and D-Fork Glycerinol

在(R,R)-Salen-CoⅢ催化剂作用下,动力学水解拆分外消旋的环氧氯丙烷,得到S-环氧氯丙烷和R-3-氯-1,2-丙二醇。以S-环氧氯丙烷为原料,通过水解,与丙酮缩合,取代,醇解得到(S)-丙叉甘油醇,总收率为59.4%。通过R-3-氯-1,2-丙二醇合成得到(R)-丙叉甘油醇,总收率为62.5%。产品经1HNMR、MS、IR分析确认。

A novel efficient method for preparing L- and D-fork glycerinol is described. Highly enantioenriehed （S）-epichlorohydrin and （R）-3-ehloro-1,2-propanediol were prepared from the reaction of dynamic hydrolysis resolution of racemic epichlorohydrin by chiral Salen-CoⅢ complex. （S）-epichlorohydrin was used to afford L-fork glycerinol by hydrolysis, condensation, displacement, and alcoholysis. The overall yield was 59.4%. D-fork glyeerinol was prepared from （R）-3-ehloro-1,2-propanediol, and the overall yield was 62. 5 %. The chemical structures of the target compounds were confirmed by IR, 1H NMR and MS.