合成路线:The reduction of 5-nitro-2-methylisoquinolinium p-toluenesulfonate (I) with H2 over PtO2 in acetic acid H2SO4 gives 5-amino-2-methyldecahydroisoquinoline (II),which is acetylated with acetic anhydride in DMF and submitted to fractionated crystallization to give trans-5,9,10-H-5-acetamido-2-methyldecahydroisoquinoline (III).Hydrolysis of (III) with H2SO4 in refluxing water yields trans-5,9,10-H-5-amino-2-methylisoquinoline (IV),which is finally acylated with 3,4,5-trimethoxybenzoyl chloride (V) by means of KHCO3 in benzene.
参考文献标题:M-30 and M-32
文献作者:Sneddon,J.; Serradell,M.N.; Castar,J.
参考来源:Drugs Fut 1985,10(3),203
合成路线:The reduction of 5-nitro-2-methylisoquinolinium p-toluenesulfonate (I) with H2 over PtO2 in acetic acid H2SO4 gives 5-amino-2-methyldecahydroisoquinoline (II),which is acetylated with acetic anhydride in DMF and submitted to fractionated crystallization to give cis-5,9,10-H-5-acetamido-2-methyldecahydroisoquinoline (III).Hydrolysis of (III) with H2SO4 in refluxing water yields cis-5,9,10-H-5-amino-2-methylisoquinoline (IV),which is finally acylated with 3,4,5-trimethoxybenzoyl chloride (V) by means of KHCO3 in benzene.
合成路线:The reduction of 5-nitro-2-methylisoquinolinium p-toluenesulfonate (I) with H2 over PtO2 in acetic acid H2SO4 gives 5-amino-2-methyldecahydroisoquinoline (II),which is acetylated with acetic anhydride in DMF and submitted to fractionated crystallization to give trans-5,9,10-H-5-acetamido-2-methyldecahydroisoquinoline (III).Hydrolysis of (III) with H2SO4 in refluxing water yields trans-5,9,10-H-5-amino-2-methylisoquinoline (IV),which is finally acylated with 3,4,5-trimethoxybenzoyl chloride (V) by means of KHCO3 in benzene.
参考文献标题:The stereochemistry of 5-substituted decahydroisoquinolines and their antiarrhythmic activity
文献作者:Marthinson,I.W.; Gueldner,R.C.; Lawson,J.W.; Fowler,S.J.; Peters,E.R.
参考来源:J Med Chem 1968,11(5),997
产品链接: CAS No. 27460-73-7››