Synthesis of (−)-6-(3′-aminopropyloxy)methyl-4-demethoxy-6, 7-dideoxy-daunomycinone, a new dna intercalator related to anthracyclines

The hydrochloride of (−)-(8R)-8-acetyl-7,8,9,10-tetrahydro-6,8-dihydroxy-11-[(3′-aminopropyloxy) methyl]naphthacene-5,12-dione was derived from 1-(dimethoxymethyl)-2,3,5,6-tetramethylidene-7-oxabicyclo[2.2.2]heptane and shown to be a moderate intercalator of calf thymus DNA type XV.