Synthetic approaches to new anthracyclines: 4,11-dideoxy-2-hydroxy-β-rhodomycinone and its glycosides

Add time:07/23/2019    Source:sciencedirect.com

(±)-2-Acetoxy-4,11-dideoxy-10-oxo-β-rhodomycinone [(±)-6a] was synthesized from the tricyclic quinone (1) by a short efficient route in an overall yield of about 54%. Reaction of (±)-6a with protected daunosamine followed by reduction and deprotection provided the optically active α-glycosidated anthracycline (II) with the 7S,9R,10R-configuration. Furthermore, the amino and aromatic hydroxy groups of II were methylated.

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