(1S,3S)-1,3-二苯基-1,3-丙二胺的合成

Synthesis of(1S,3S)-1,3-diphenyl-1,3-propanediamine

以二氯甲烷作溶剂,N-Boc保护的二氢吡唑在六甲基磷酰胺存在下与苯基格氏试剂反应,比较大量地制备了对应的四氢吡唑(4);再由4合成消旋的1,3-二苯基-1,3-丙二胺(1,总收率35%);1经L-二苯甲酰酒石酸盐拆分制得光学纯的(1S,3S)-1,3-二苯基-1,3-丙二胺,其结构经1HNMR确证。

N-Boc protected pyrazoline reacted with PhMgBr in CH2Cl2 in the presence of hexamethylphosphora mide to prepare tetrahydropyrazol（4）and racemic 1,3-diphenyl-1,3-propanediamine（1）was synthesized form 4 in total yield of 35%.1 was resolved with（-）-dibenzoyl-L-tartrate acid to obtaine optically pure（1S,3S）-1,3-diphenyl-1,3-propanediamine.The structures were confirmed by 1H NMR.