N-叔丁基(4aS,8aS)-十氢异喹啉-3(S)-甲酰胺的合成及结构表征

Synthesis and Structure Characterization of N-Tert-butyldecahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide

以L-苯丙氨酸为原料制备N-叔丁基-1,2,3,4四-氢异喹啉-3(S)甲-酰胺(T ICC),后者经铑/氧化铝催化加氢制备N-叔丁基(4aS,8aS)十-氢异喹啉-3(S)甲-酰胺(DH IQ)。1H-NMR、M S确定产物的化学结构;GC-M S分析产物中的异构体;单晶X射线衍射确定DH IQ的绝对构型;旋光度的测定表明DH IQ产物的光学纯度达到了98%。

With L-phenylalanine, N-tert-butyl-1, 2, 3, 4-tetrahydro-3 （S）-isoquindinecarbox amide （TICC） was prepared firstly, then it was hydrogenated over rhodium-on-Al2O3, N-tert-butyldecahydro（4aS, 8aS）-isoquinoline-3 （S）-carboxamide （DHIQ） was synthesized and identified by ^1H-NMR spectra, MS spectra. Then isomers in the resulting compound and its absolute configuration were analyzed by GCMS and X-ray diffraction. Finally optical rotation shows its optical purity reaches 98%.