Chen Wen-hua
2006
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Chemical Reagents
Abstract
Famciclovir(1) was synthesized from 2-amino-6-chloropurine(2) as the starting material.2 reacted with 3-bromopropane-1,1,1-tricarboxylate triethyl ester(3) with phase-transfer catalyst to obtain 2-amino-6chloro-9-(ethyl 2,2-dicaroethoxybutanoate-4-yl)purine(4).4 decarboxylated with sodium ethoxide gave 2-amino-6-chloro-9-(ethyl 2-carboethoxybutanoate-4-yl)purine(5).5 was reduced afterwards to 2-amino-6-chloro-9-(4-hydroxy-3-hydroxymethylbut-1-yl) purine(6) with NaBH_4 in AlCl_3 as catalyst.6 reacted with Ac_2O to give 9-(4-acetoxy-3-acetoxymethylbut-1-yl)-2-amino-6-chloropurine(7),followed by reduction with hydrogen to give 1.The overall yield calculated based on 2-amino-6-chloropurine was 55%.