79438-98-5

Upstream product

• 95384-67-1 (RS)-2-(9,10-Dihydro-1-hydroxy-4,8-dimethoxy-9,10-dioxo-2-anthrylmethyl)-3-oxobuttersaeure-ethylester 
• 88100-90-7 (RS)-2-(4,4-Dichlor-3-hydroxy-3-methylbutyl)-1,4,8-trihydroxy-9,10-anthrachinon 
• 95384-68-2 1,4-dihydroxy-5-methoxy-2-(3-oxobutyl)-9,10-anthraquinone 
• 95384-69-3 (RS)-2-(4,4-dichloro-3-hydroxy-3-methylbutyl)-1,4-dihydroxy-8-methoxy-9,10-anthraquinone 
• 95384-76-2 rac-7-deoxyfeudomycinone C 

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.