An excellent new resolving agent for the diastereomeric resolution of rac-mandelic acid

作者：Wang Pei; Zhang En; Niu Jian Feng; Ren Qing Hua; Zhao Peng; Liu Hong Min^*

来源：Tetrahedron: Asymmetry , 2012, 23(14): 1046-1051.

DOI：10.1016/j.tetasy.2012.06.023

Chiral mandelic acid (S)-1, which is an important precursor for stereoselective transformations and a versatile intermediate for pharmaceuticals, was resolved with the Pope and Peachey method. Enantiopure 1-amino-3-phenoxypropan-2-ol (S)-2, a key intermediate for pharmaceuticals, was used to resolve racmandelic acid rac-1 successfully for the first time. The less soluble salt (S)-1 center dot(S)-2 center dot H2O could be obtained in 77% yield and 98% de (E 75%) using (S)-2 and LiOH in water. The crystal structure of the less soluble salt (S)-1 center dot(S)-2 center dot H2O showed that the water molecule played a key role in forming the crystals.

• 出版日期2012-7-31
• 单位郑州大学