213337-08-7

Upstream product

• 69448-06-2 4a,9a-epoxy-4a,9a-dihydro-anthracene-1,4,9,10-tetraone 
• 213337-06-5 (8R,9S,13S,14S)-3-Benzyloxy-13-methyl-17-vinyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthrene 
• 53-16-7 Estrone 
• 213337-05-4 (8R,9S,13S,14S)-3-(benzyloxy)-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthren-17-yl trifluoromethanesulfonate 
• 100-39-0 benzyl bromide 
• 858-98-0 3-benzyloxyestra-1,3,5⁽¹⁰⁾-trien-17-one 

Downstream Products

• 213337-09-8 C₄₁H₃₈O₅ 
• 213337-13-4 C₄₁H₃₆O₆ 
• 213337-11-2 C₄₁H₃₆O₅ 
• 213337-10-1 C₄₁H₃₆O₅ 

Relevant academic research and scientific papers

Design and synthesis of estrarubicin: A novel class of estrogen-anthracenedione hybrids

The synthesis of estrarubicin, a member of a new class of estrogen-anthraquinone hybrids, has been accomplished in an 8-step sequence starting from estrone. The octacyclic carbon skeleton has been elaborated by a Diels-Alder reaction using diene 5 and known epoxy-tetrone 6 as precursors. The cycloaddition reaction, performed in 5 M LiClO4 in diethyl ether, revealed notable diastereofacial selectivity of the diene, leading mainly to cycloadduct 8. Elaboration of the dihydroxyanthraquinone moiety and highly stereoselective epoxidation of the Δ17(20) bond yielded estrarubicin 2.