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N-叔丁基(4aS,8aS)-十氢异喹啉-3(S)-甲酰胺的合成及结构表征
引用本文:赵秀雅,李荣梅,马程军,张关永. N-叔丁基(4aS,8aS)-十氢异喹啉-3(S)-甲酰胺的合成及结构表征[J]. 医学教育探索, 2006, 0(12): 1449-1453
作者姓名:赵秀雅  李荣梅  马程军  张关永
作者单位:华东理工大学化学与分子工程学院 上海200237
摘    要:
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%。

关 键 词:L-苯丙氨酸  N-叔丁基-1  2  3  4-四氢异喹啉-3(S)-甲酰胺  铑/氧化铝  单晶X射线衍射  N-叔丁基(4aS  8aS)-十氢异喹啉-3(S)-甲酰胺
收稿时间:2005-12-15

Synthesis and Structure Characterization of N-Tert-butyldecahydro (4aS,8aS)-isoquinoline-3(S)-carboxamide
ZHAO Xiu-y,LI Rong-mei,MA Cheng-jun,ZHANG Guan-yong. Synthesis and Structure Characterization of N-Tert-butyldecahydro (4aS,8aS)-isoquinoline-3(S)-carboxamide[J]. Researches in Medical Education, 2006, 0(12): 1449-1453
Authors:ZHAO Xiu-y  LI Rong-mei  MA Cheng-jun  ZHANG Guan-yong
Abstract:
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-Al_2O_3,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 GC-MS and X-ray diffraction.Finally optical rotation shows its optical purity reaches 98%.
Keywords:L-phenylalanine  N-tert-butyl-1  2  3  4-tetrahydro-3(S)-isoquindinecarbox amide  rhodium-on-Al_2O_3  X-ray diffraction  N-tert-butyldecahydro(4aS  8aS)-isoquinoline-3(S)-carboxamide
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