Altoqualine, 458-L(non-sterochem.)-药物合成数据库

【药物名称】Altoqualine, 458-L(non-sterochem.)

化学结构式(Chemical Structure):

参考文献No.	575937
标题:	458-L
作者:	Casta馿r, J.; Blancafort, P.; Serradell, M.N.
来源:	Drugs Fut 1982,7(5),317

合成路线图解说明: The formylation of 3,4,5-trimethoxyphenylethylamine (I) with formic acid - acetic anhydride gives N-formyl-3,4,5-trimethoxyphenylethylamine (II), which is cyclized in hot POCl3 to afford 6,7,8-trimethoxy-3,4-dihydroisoquinoline (III). The methylation of (III) with methyl iodide in acetone yields 2-methyl-6,7,8-trimethoxy-3,4-dihydroisoquinolinium iodide (IV), which is condensed with 4,5,6-triethoxy-7-nitrophthalide (V) by means of K2CO3 in methanol yielding 2-methyl-6,7,8-trimethoxy-1-(4,5,6-triethoxy-7-nitro-3-phthalidyl)-1,2,3,4-tetrahydroisoquinoline (VI). Finally, this compound is reduced with H2 over Raney-Ni in ethanol.

参考文献No.	701315
标题:	D閞iv閟 de phtalidyl-isoquinol閕nes, leur pr閜aration et leur application comme m閐icaments
作者:
来源:	FR 2424271

合成路线图解说明: The formylation of 3,4,5-trimethoxyphenylethylamine (I) with formic acid - acetic anhydride gives N-formyl-3,4,5-trimethoxyphenylethylamine (II), which is cyclized in hot POCl3 to afford 6,7,8-trimethoxy-3,4-dihydroisoquinoline (III). The methylation of (III) with methyl iodide in acetone yields 2-methyl-6,7,8-trimethoxy-3,4-dihydroisoquinolinium iodide (IV), which is condensed with 4,5,6-triethoxy-7-nitrophthalide (V) by means of K2CO3 in methanol yielding 2-methyl-6,7,8-trimethoxy-1-(4,5,6-triethoxy-7-nitro-3-phthalidyl)-1,2,3,4-tetrahydroisoquinoline (VI). Finally, this compound is reduced with H2 over Raney-Ni in ethanol.