Introduction of a new 1, 3-electrophilic carbon-nitrogen-carbon annulation reagent in the synthesis of 2, 2'-anhydrodihydro-5-azathymidine

W Wierenga, JA Woltersom

Index: Wierenga,W.; Woltersom,J.A. Journal of Organic Chemistry, 1978 , vol. 43, # 4 p. 529 - 535

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Citation Number: 12

Abstract

Dihydro-5-azathymidine [l-(2-deoxy-~-~-ribofuranosyl)-5, 6-dihydro-5-methyl-s-triazine-2, 4 (1~, 3~)~ dione], isolated from Streptomyces platensis, exhibits interesting antibacterial and antiviral properties. As a means of preparing several analogues of this new nucleoside, a synthetic route to the 2, 2'-anhydronucleoside analogue was accomplishlzd. The aminooxazoline of arabinose was exploited in a preparation of both possible isomeric ...