Gastrophenzine, DZO-200, AN5-药物合成数据库

【药物名称】Gastrophenzine, DZO-200, AN5

化学结构式(Chemical Structure):

参考文献No.	164146
标题:	Gastrophenzine
作者:	Ivanova, N.; Angelova, J.; Mondeshka, D.; Ivanov, C.
来源:	Drugs Fut 1992,17(2),104

合成路线图解说明: Two related methods have been described: The alkylation of 2-nitrobenzylmethylamine (I) with p-chlorphenyloxyran (II) in boiling ethanol affords N-(2-nitrobenzyl)-2-(methylamino)-1-(4-chlorphenyl)-1-ethanol (III), which is further reduced via NaBH4/NiCl2 in boiling methanol to N-(2-aminobenzyl)-2-(methylamino)-1-(4-chlorphenyl)-1-ethanol (IV). The acylation of (IV) with ethyl chloroformate in the presence of pyridine and in a medium of benzene - DMFA (Method A) results in N-[2-(ethoxycarbonyl)amino]-2-(methylamino)-1-(4-chlorophenyl)-1-ethanol (V). The latter is cyclodehydrated by means of conc.H2SO4 in dichloroethane. According to method B, the amino alcohol (IV) is cyclodehydrated by conc.H2SO4 to 8-amino-4-(4-chlorophenyl)-2-methyl-1,2,3-4-tetrahydroisoquinoline (VI), which is acylated with ethyl chloroformate in boiling benzene.

参考文献No.	165050
标题:	Synthesis, stereochemistry, and antiulcer activity of 4-phenyltetrahydroisoquinolines
作者:	Ivanova, N.; Ivanov, T.; Mondeshka, D.; Berova, N.; Angelova, I.; Rakovska, R.; Bojadjiev, S.; Tancheva, C.; Tascheva, D.
来源:	Arch Pharm 1990,323(1),3

合成路线图解说明: Two related methods have been described: The alkylation of 2-nitrobenzylmethylamine (I) with p-chlorphenyloxyran (II) in boiling ethanol affords N-(2-nitrobenzyl)-2-(methylamino)-1-(4-chlorphenyl)-1-ethanol (III), which is further reduced via NaBH4/NiCl2 in boiling methanol to N-(2-aminobenzyl)-2-(methylamino)-1-(4-chlorphenyl)-1-ethanol (IV). The acylation of (IV) with ethyl chloroformate in the presence of pyridine and in a medium of benzene - DMFA (Method A) results in N-[2-(ethoxycarbonyl)amino]-2-(methylamino)-1-(4-chlorophenyl)-1-ethanol (V). The latter is cyclodehydrated by means of conc.H2SO4 in dichloroethane. According to method B, the amino alcohol (IV) is cyclodehydrated by conc.H2SO4 to 8-amino-4-(4-chlorophenyl)-2-methyl-1,2,3-4-tetrahydroisoquinoline (VI), which is acylated with ethyl chloroformate in boiling benzene.