Synthesis of C-glycosyl thiazoles

…, MT Garcia-Lopez, G Garcia-Munoz…

Index: Fuertes; Garcia Lopez; Garcia Munoz; Stud Journal of Organic Chemistry, 1976 , vol. 41, # 26 p. 4074 - 4077

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Citation Number: 67

Abstract

Condensation of 2, 3, 5-tri-0-benzoyl-~-~-ribofuranosylthiocarboxamide (I) with a-chloroketo compounds yielded the corresponding 2-C-glycosyl thiazole nucleosides (4a and 7) as the major products along with the 2-(thiazol-2-yl)-5-benzoyloxymethylfuran derivatives (5a and 8). Reaction of 1 with ethyl bromopyruvate gave as the only resulting compound the 2-C- glycosyl thiazole nucleoside 12. A similar series of reactions was carried out with 5-ben- ...