【药物名称】SCH-221153
化学结构式(Chemical Structure):
参考文献No.43744
标题:Benzimidazole cpds. that are vitronectin receptor antagonists
作者:Neustadt, B.R.; Smith, E.M. (Schering Corp.)
来源:EP 1135374; WO 0032578
合成路线图解说明:

The title compound was prepared by solid-phase synthesis using a 2-chlorotrityl resin, chloride form. N2-(Benzyloxycarbonyl)-L-2,3-diaminopropionic acid (I) was protected as the Fmoc derivative (II) upon treatment with N-(Fmoc-oxy)succinimide. After attachment of the protected diaminoacid (II) to the chloride resin, the Fmoc group was selectively removed by means of piperidine in DMF to give the resin-bound Cbz-2,3-diaminopropionic acid (III). Acylation of the free amino function of (III) with 4-(chloromethyl)benzoyl chloride (IV) provided amide (V). The chloride group of (V) was then displaced with 2-(aminomethyl)benzimidazole (VI), yielding resin (VII). The required urea functionality (IX) was obtained by coupling (VII) with cyclohexyl isocyanate (VIII). Finally, cleavage of the carboxylic acid from the resin (IX) was achieved by treatment with trifluoroacetic acid in moist dichloromethane.

Drug Information Express,Drug R&D,Chemical Database,Patent Search.
Copyright © 2006-2024 Drug Future. All rights reserved.Contact Us