【药物名称】Mosapramine hydrochloride, Clospipramine hydrochloride, Y-516, Cremin
化学结构式(Chemical Structure):
参考文献No.39504
标题:Imidazopyridine-spiro-piperidine cpds.
作者:Tashiro, C.; Horii, I. (Welfide Corporation)
来源:US 4337260
合成路线图解说明:

By condensation of 3-chloro-5-(3-methylsulfonyloxypropyl)-10,11-dihydro-5H-dibenzo[b,f]azepine (I) with 1,2,3,5,6,7,8,8a-octahydroimidazo[1,2-a]pyridine-3-spiro 4'-piperidin-2-one (II) by means of K2CO3 in hot ethanol, and treatment with HCl.

参考文献No.54027
标题:Y-516
作者:Prous, J.; Casta馿r, J.
来源:Drugs Fut 1987,12(4),365
合成路线图解说明:

By condensation of 3-chloro-5-(3-methylsulfonyloxypropyl)-10,11-dihydro-5H-dibenzo[b,f]azepine (I) with 1,2,3,5,6,7,8,8a-octahydroimidazo[1,2-a]pyridine-3-spiro 4'-piperidin-2-one (II) by means of K2CO3 in hot ethanol, and treatment with HCl.

参考文献No.225302
标题:Chem Pharm Bull
作者:Tashiro, C.; Setoguchi, S.; Fukuda, T.; Marubayashi, N.
来源:Chem Pharm Bull 1993,41(6),1074
合成路线图解说明:

The synthesis of the optical isomers of mosapramine has been reported: A solution of racemic spiro(octahydroimidazo[1,2-a]pyridine-3,4'-piperidin)-2-one (I) with N-acetyl-L-tryptophan in hot isopropanol is allowed to crystallize. The precipitate collected is recrystallized from isopropanol and treated with aqueous NH4OH, extracted with CHCl3, evaporated and crystallized from isopropanol to obtain the R-(-)-enantiomer of (I). The condensation of R-(-)-(I) with 3-chloro-5-[3-(methanesulfonyloxy)propyl]-10,11-dihydro-5H-dibenzo[b,f] azepine (II) by means of triethylamine in refluxing CHCl3 affords the R-(-)-isomer of mosapramine. The mother liquors of the separation of R-(-)-(I) are treated with aqueous NH4OH and extracted with CHCl3. This extract is purified by treatment with N-acetyl-D-tryptophan to obtain S-(+)-(I), which is then condensed with (II) as before, yielding the S-(+)-isomer of mosapramine.

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