Abecarnil, SH-524, ZK-112119-药物合成数据库

【药物名称】Abecarnil, SH-524, ZK-112119

化学结构式(Chemical Structure):

参考文献No.	7124
标题:	5- or 6-Substd.-beta-carboline-3-carboxylic acid esters
作者:	Biere, H.; Huth, A.; Rahtz, D.; Schmiechen, R.; Seidelmann, D.; Kehr, W.; Schneider, H.H.; Engelstoft, M.; Hansen, J.B.; Watjen, F.; Honore, T. (Schering AG)
来源:	DE 3609699; EP 0239667; JP 1987221684; US 5414002; US 5700808

合成路线图解说明: The condensation of 5-benzyloxy-3-[1-(isopropylamino)-2-methoxyethyl]indole (I) with N-(4-methylbenzylidene)glycine isopropyl ester (II) by means of K2CO3 in hot DMF gives 2-amino-3-(5-benzyloxyindol-3-yl)-4-methoxybutyric acid isopropyl ester (III), which is cyclized with paraformaldehyde in refluxing xylene, yielding 6-benzyloxy-4-(methoxymethyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole - 3-carboxylic acid isopropyl ester (IV). Finally, this compound is dehydrogenated with tert-butyl hypochlorite and triethylamine in dichloromethane.

参考文献No.	208482
标题:	Abecarnil
作者:	Casta馿r, J.; Pento, J.T.
来源:	Drugs Fut 1993,18(5),411

合成路线图解说明: The condensation of 5-benzyloxy-3-[1-(isopropylamino)-2-methoxyethyl]indole (I) with N-(4-methylbenzylidene)glycine isopropyl ester (II) by means of K2CO3 in hot DMF gives 2-amino-3-(5-benzyloxyindol-3-yl)-4-methoxybutyric acid isopropyl ester (III), which is cyclized with paraformaldehyde in refluxing xylene, yielding 6-benzyloxy-4-(methoxymethyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole - 3-carboxylic acid isopropyl ester (IV). Finally, this compound is dehydrogenated with tert-butyl hypochlorite and triethylamine in dichloromethane.