214533-36-5

Upstream product

• 157158-48-0 methyl (3R,5S)-7-<(2S,5R)-3-methylidene-5-(2-(trimethylsilyl)ethoxymethoxymethyl)tetrahydrofuryl>-5-(4-methoxybenzyloxy)-5-methylheptanoate 
• 201336-86-9 (2R,4S,5S,6R,7R,8S,10S,11R,12R,14S,17S,20R)-5,7-bis(tert-butyldimethylsilyloxy)-6,12-dimethyl-10-hydroxy-1,2-isopropylidenedioxy-14-(4-methoxybenzyloxy)-11-methoxycarbonyl-18-methylidene-21-<2-(trimethylsilyl)ethoxymethoxy>-4,8; 17,20-diepoxyhenicosane 
• 214533-34-3 methyl (2R,4S,5S,6S,7R,8S,11R,12R,14S,17S,20R)-5,7-bis(tert-butyldimethylsilyloxy)-1,2-isopropylidenedioxy-6,12-dimethyl-14-(4-methoxybenzyloxy)-18-methylidene-21-<2-(trimethylsilyl)ethoxymethoxy>-10-oxo-4,8; 17,20-diepoxyhenicosane-11-carboxylate 
• 198056-98-3 [(2S,3R,4S,5S,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methyl-tetrahydro-pyran-2-yl]-acetaldehyde 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Relevant academic research and scientific papers

Synthetic studies of halichondrin B, an antitumor polyether macrolide isolated from a marine sponge. 8. Synthesis of the lactone part (C1-C36) via Horner-Emmons coupling between C1-C15 and C16-C36 fragments and Yamaguchi lactonization.

The lactone part (2) of halichondrin B (1) was synthesized by Yamaguchi macrolactonization of the seco-acid (3), which was synthesized via coupling of C1-C15 (4) with C16-C36 (5). prepared through stereoselective construction of the E ring starting from C16-C26 (7) and C27-C36 (8).