Thiazolo [4, 5-d] pyrimidine nucleosides. The synthesis of certain 3-. beta.-D-ribofuranosylthiazolo [4, 5-d] pyrimidines as potential immunotherapeutic agents

…, SB Larson, DF Smee, A Jin, BS Sharma…

Index: Nagahara; Anderson; Kini; Dalley; Larson; Smee; Jin; Sharma; Jolley; Robins; Cottam Journal of Medicinal Chemistry, 1990 ,  vol. 33,  # 1  p. 407 - 415

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Citation Number: 80

Abstract

(3H, 4H, GH)-trione (8) was produced in moderate yield. Replacement of the 5-amino group of compound 6 by a hydrogen atom was accomplished by treatment of 6 with tert-butyl nitrite in tetrahydrofuran to yield 3-(2, 3, 5-tri-O-benzoyl-/3-~-ribofuranosyl) thiazole [4, 5-d] pyrimidine-2, 7 (3H, 6H)-dione (9). Deprotection of 9 using sodium methoxide in methanol or methanolic ammonia provided the inosine analogue 3-/3-~-ribofuranosylthiazolo [4, 5-d]- ...