1427381-75-6

Upstream product

• 1427381-68-7 (3R,4R,8R,9R,13R,14R)-1,16-diphenyl-3,4,8,9,13,14-hexavinyl-2,5,7,10,12,15-hexaoxahexadecane 
• 1245797-86-7 (3R,4R,8R,9R,13R,14R)-4,8,9,13-tetravinyl-5,7,10,12-tetraoxahexadeca-1,15-diene-3,14-diol 
• 1245797-85-6 (5R,6R)-5,6-divinyl-2,4,7,9-tetraoxadecane 

Downstream Products

• 1427381-86-9 (4R,4'R,7R,7'R)-7,7'-bis((R)-1-(benzyloxy)-11-chloroundecyl)-4,4'-bi(1,3-dioxepane) 
• 1427381-88-1 (3R,4R,3'R,4'R)-1,1'-[(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis[4-(benzyloxy)-14-chlorotetradecan-3-ol] 
• 1427381-91-6 (2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-chloroundecyl)octahydro-2,2'-bifuran 
• 1427381-92-7 (2R,2'R,5S,5'S)-5,5'-bis((R)-1-(benzyloxy)-11-iodoundecyl)octahydro-2,2'-bifuran 
• 1427381-93-8 C₅₅H₇₉IO₆S 
• 1427381-94-9 C₅₅H₈₀O₆S 
• 1427381-87-0 C₄₄H₇₂Cl₂O₆ 
• 1427381-90-5 C₄₉H₈₀Cl₂O₁₀S₂ 
• 1427381-82-5 (4R,4'R,7R,7'R)-7,7'-bis((R,E)-1-(benzyloxy)-11-chloroundec-2-en-1-yl)-4,4',7,7'-tetrahydro-4,4'-bi(1,3-dioxepine) 

Relevant academic research and scientific papers

Total synthesis of 14,21-diepi-squamocin-K

A new method to prepare annonaceous acetogenins is described in the synthesis of the 14,21-diepimer (14) of squamocin-K. The synthesis utilized the controlled sequence of ring-closing metathesis (RCM) and cross metathesis (CM) reactions to incorporate the stereocenters and skeleton from (3R,4R)-1,5-hexadiene-3,4-diol and 10-chloro-1-decene. The lactone moiety was attached through nucleophilic substitution and achieved the desymmetrization. Inhibitory activities of 14 against human hormone-refractory prostate cancer cell line (PC-3) were also evaluated.