Reaction of daunomycinone with diols

JV Jizba, P Sedmera, J Vokoun…

Index: Jizba; Sedmera; Vokoun; et al. Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 3 p. 653 - 665

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Citation Number: 7

Abstract

Abstract During the acid catalyzed acetalization of the 13-ketone group of daunomycinone (I) by 1, 2-ethanediol or 1, 3-propanediolits 7-O-alkylation also takes place. The 7-O-ω- hydroxyalkyl derivatives only are formed with 1, 4-butanediol, 1, 6-hexanediol or 1, 4- butynediol. The conformational preference of new compounds is discussed. The (7S)-ω- hydroxyalkyl derivatives of daunomycinone are active against Bacillus subtilis, on the ...