217453-83-3

Upstream product

• 217453-80-0 (4aS,4bR,10bS,12aS)-8-Methoxy-12a-methyl-3-methylene-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene 
• 80370-42-9 ethyl 2-formyl-3-oxopropanoate 
• 118335-53-8 3-methoxy-14β-(prop-2-en-yl)-des-D-estra-1,3,5(10)-trien-13α-carbaldehyde 
• 98-88-4 benzoyl chloride 
• 118335-54-9 16,17-seco-13α-Hydroxymethyl-3-methoxyestra-1,3,5(10),15-tetraene 
• 217453-79-7 (4aS,4bR,10bS,12aS)-3-Iodomethyl-8-methoxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene 

Relevant academic research and scientific papers

A novel approach in drug discovery: Synthesis of estrone-talaromycin natural product hybrids

Hetero-Diels - Alder reaction of the steroidal exocyclic enol ethers 14 and 15, obtained from the secoestrones 8 and 9 by reduction, iodoetherification, and elimination, with ethyl O-benzoyldiformylacetate (16) leads to the spiroacetals 17 and 18 as a mixture of four diastereomers. Reduction of the major diastereomers 17a and 18 a with DIBAH and subsequent hydrogenation yields the novel natural product hybrids 21, 23, 24, and 25, which possess the structural features of the steroid estrone (7) and the mycotoxin talaromycin 6.

Efficient synthesis of a novel estrone-talaromycin hybrid natural product

Numerous pharmacologically interesting compounds are available by the synthesis of hybrid natural products. Thus, for instance, the estrone-talaromycin hybrid 2, which is synthesized in a few steps from the estrone derivative 1 by a sequence in which a hetero-Diels-Alder reaction is the key step, exhibits notable cytotoxic activity.