95384-68-2

Downstream Products

• 79438-98-5 feudomycinone C 
• 79438-98-5 (8S,10R)-6,8,10,11-Tetrahydroxy-1-methoxy-8-methyl-7,8,9,10-tetrahydro-naphthacene-5,12-dione 
• 79438-99-6 (7S,8R,10R)-6,7,8,10,11-Pentahydroxy-1-methoxy-8-methyl-7,8,9,10-tetrahydro-naphthacene-5,12-dione 
• 103301-83-3 (-)-m-menth-4-yl (1S,2S)-1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-2-methyl-6,11-dioxo-1-naphthacenecarboxylate 
• 103201-63-4 (-)-m-menth-4-yl (1R,2R)-1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-2-methyl-6,11-dioxo-1-naphthacenecarboxylate 
• 103201-62-3 (-)-m-menthyl-4-yl <9,10-dihydro-1,4-dihydroxy-5-methoxy-9,10-dioxo-3-(3-oxobutyl)-2-anthracenyl>acetate 

Relevant academic research and scientific papers

SYNTHETIC ANTHRACYCLINONES-XXVII. ANTHRACYCLINONES BY INTRAMOLECULAR MARSCHALK REACTION. SYNTHESIS OF THE FEUDOMYCINONES AND RHODOMYCINONES.

1,4,5-Trihydroxy-9,10-anthraquinone is transformed regioselectively to the α-hydroxy dichlorides 18-21, which are cyclized to yield predominantely the naturally configurated 9,10-trans-diols 1,3,26, and 27 (80 to 96percent d.e.).The monotrifluoroacetates 38-40 derived from the trans-diols are hydroxylated via bromination at C-7 to yield almost exclusively the 7,9-cis-9,10-trans-triols α1-rhodomycinone (4), feudomycinone D (7), and 4-O-methyl-β-rhodomycinone (42).The feudomycinones A (5) and C (6) are obtained with less chemo- and stereoselectivity by hydroxylation of the 10-deoxycompounds 33 and 34.