Role of the enamide linkage of nucleoside antibiotic mureidomycin A: synthesis and reactivity of enamide-containing analogues

CA Gentle, TDH Bugg

Index: Gentle, Caragh A.; Bugg, Timothy D. H. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 10 p. 1279 - 1285

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Citation Number: 26

Abstract

The reactivity of an unusual enamide functional group in the nucleoside antibiotic mureidomycin A (MRD A) has been investigated by synthesis of enamide-containing analogues. Enamides based on 2-methoxyethylamine and tetrahydrofurfurylamine were found to be unstable and reactive, whereas a uridine-based analogue showed high stability and low reactivity. Samples of mureidomycin A and the uridine-based analogue were ...