Chemistry of 2-substituted pyrimidines. Studies directed toward the synthesis of the pyrimidine moiety of bleomycin

WK Hagmann, FZ Basha, M Hashimoto…

Index: Hagmann, William K.; Basha, Fatima Z.; Hashimoto, Mitsunori; Frye, Bruce R.; Kojo, Shosuke; Hecht, Sidney M. Journal of Organic Chemistry, 1981 , vol. 46, # 7 p. 1413 - 1423

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Citation Number: 8

Abstract

Synthetic approaches to 2-substituted pyrimidines have been studied in an effort to facilitate the preparation of the pyrimidine moiety of bleomycin (2). Ethyl 2, 5dimethyl-4oxopyrimidine- 6-carboxylate (4) has been utilized as starting material, its conversion to the respective ethyl 2-(carboallroxy)-5methyl-4-oxopyrimidine-~~~ xylates provided electrophilic intermediates for attempted elaboration of the 2-substituent, while treatment of 4 with pyridine promoted ...