Synthesis of 5-substituted uracils, uridines and 2'-deoxyuridine analogs

…, DS Wise, W Butler, LB Townsend

Index: Chern; Wise; Butler; Townsend Journal of Organic Chemistry, 1988 , vol. 53, # 24 p. 5622 - 5628

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Citation Number: 7

Abstract

Reactions of 5-aminouracil (4), 5-aminouridine (19a), and 2'-deoxy-5-aminouridine (19b) with methoxycarbonyl isothiocyanate afforded 5-[1-[3-(methoxycarbonyl) thioureido]] uracil (5), 5-[1-[3-(methoxycarbony1) thioureidolluridine (20a), and 5-[l-[3-(methoxycarbonyl) thioureido]]-2'-deoxyuridine (20b) in near quantitative yields. Treatment of compound 5 or 20a with 1 equiv of methyl iodide furnished 5-[1-[3-(methoxycarbonyl)-S- ...