Journal of medicinal chemistry

An attempt to apply lethal synthesis to the design of chemotherapeutic agents. Fluorinated 5. beta.-(hydroxyethyl)-4-methylthiazoles

S Archer, C Perianayagam

Index: Archer,S.; Perianayagam,C. Journal of Medicinal Chemistry, 1979 , vol. 22, p. 306 - 309

Full Text: HTML

Citation Number: 15

Abstract

2-Fluoro-5D-(hydroxyethyl)-4-methylthiazole (V) was prepared from 5~-acetoxy-2-amino-4- methylthiazole (X), which was prepared from 53-acetoxy-3-chloropentanone (IX) and thiourea. Diazotization with NOBFl followed by pyrolysis gave S~-acetoxy-2-fluoro-4- methylthiazole (XII), which on hydrolysis with KHCOB gave V.(Trifluoroacety1)- ybutyrolactone (XIII) was chlorinated with S02C12 to give 2-chloro-2-(trifluoroacetyl)-y- ...