5-Fluorouracil Derivatives. IV.1) Synthesis of Antitumor-Active Acyloxyalkyl-5-fluorouracils

Abstract

The toxicity and tumor affinity of 5-fluorouracil (1) have been modified by the introduction of acyloxyalkyl group(s) at the 1-, 3- or l,3-position(s) of 1. l-Acyloxyalkyl-5-fluorouracil (3), 3-acyloxyalkyl-5-fluorouracil (4) and l,3-bis(acyloxyalkyl)-5-fluorouracil (5) were obtained by three methods: i) the reaction of α-chloroalkyl carboxylate (2) with 1, ii) the reaction of alkylidene diacylate with 2,4-bis(trimethylsilyloxy)-5-fluoropyrimidine, iii) partial hydrolysis of 5. Compounds 3, 4 and 5 showed antitumor activity. © 1984, The Pharmaceutical Society of Japan. All rights reserved.