申请人:The United States of America as represented by the Department of Health,
公开号:US04189583A1
公开(公告)日:1980-02-19
This invention relates to a process for the production of 4a-aryldecahydroisoquinolines where the aryl group is selected as 3-methoxy phenyl. These compounds are morphine analogs and show utility similar to the known morphine, codeine, and thebaine. In this process particular novelty is asserted for the production of a nipecotic ester ethyl 4-(3'-methoxyphenyl)-1-methyl piperidine-3-carboxylate. Furthermore, novelty is asserted for the step of conversion of the nipecotates through cyclization to cis- or trans-tert-butyl 1,6-dioxo-4a-(3'-methoxyphenyl)-2-methyldecahydroisoquinoline-7-carboxylat e, which may also be easily converted to the keto amide, trans-1,6-dioxo-4a-(3'-methoxyphenyl)-2-methyldecahydroisoquinoline.
本发明涉及一种制备4a-芳基十氢异喹啉的方法,其中芳基基团选择为3-甲氧基苯基。这些化合物是吗啡类似物,显示出与已知的吗啡、可待因和鸦片碱相似的效用。在这个过程中,特别是声称通过生产一种吡哆酸酯乙酯4-(3'-甲氧基苯基)-1-甲基哌啶-3-羧酸乙酯的方法具有新颖性。此外,还声称通过环化将吡哆酸酯转化为顺式或反式叔丁基1,6-二氧杂-4a-(3'-甲氧基苯基)-2-甲基十氢异喹啉-7-羧酸酯的步骤具有新颖性,该化合物也可以轻松转化为酮酰胺,即反式-1,6-二氧杂-4a-(3'-甲氧基苯基)-2-甲基十氢异喹啉。