485322-68-7

Upstream product

• 485322-67-6 (2S,3S,7R,8R,11R,12R)-12-(methoxymethoxy)-1,2:3,7:8,11-trioxido-tetracosane 
• 485322-65-4 (1R)-1-((2R,5R)-5-{(2R,6S)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-tetrahydro-2H-pyran-2-yl}-tetrahydro-2-furanyl)-1-tridecanol 
• 485322-66-5 (2R,3S,7R,8R,11R,12R)-12-(methoxymethoxy)-3,7:8,11-dioxido-1,2-tetracosanediol 
• 537665-69-3 (2R,3S,7R,8R,11R,12R)-1,2-(isopropylidenedioxy)-12-(methoxymethoxy)-3,7:8,11-dioxidotetracosane 
• 537665-61-5 (2R,3S,7R,11R,12R)-1,2:11,12-(diisopropylidenedioxy)-3,7-oxido-8-tetracosanone 
• 485322-63-2 (2R,3S,7R,8R,11R,12R)-1,2:11,12-(diisopropylidenedioxy)-3,7-oxido-8-tetracosanol 
• 537666-02-7 (S)-1-{(2S,6R)-6-[(2R,5R)-5-((R)-1-Methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-tetrahydro-pyran-2-yl}-4-trimethylsilanyl-but-3-yn-1-ol 
• 485322-59-6 (2R,3R,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-2,3-oxido-7,8,11,12-tetracosanetetraol 
• 485322-62-1 (1R,4R,5R)-1-{(2R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-tetrahydro-pyran-2-yl}-heptadecane-1,4,5-triol 
• 1055033-20-9 (R)-1-{(2S,6R)-6-[(2R,5R)-5-((R)-1-Hydroxy-tridecyl)-tetrahydro-furan-2-yl]-tetrahydro-pyran-2-yl}-ethane-1,2-diol 
• 485322-69-8 (E,E,3R,3R)-2,3-oxido-7,11-tetracosadien-1-ol 
• 485322-57-4 3-[2-(tert-butyl-diphenyl-silanyloxy)-6-iodo-hex-5-enyl]-5-methyl-5H-furan-2-one 
• 485322-56-3 (4S,5S,9R,10R,13R,14R)-1-(methoxymethoxy)-5,9:10,13-dioxido-1-hexacosyn-4-ol 
• 537665-95-5 C₅₄H₇₈O₁₀S₂Si 

Downstream Products

• 537665-49-9 muconin 4-O-(t-butyldiphenylsilyl)-22-O-(methoxymethyl) diether 

Relevant academic research and scientific papers

Stereoselective total synthesis of muconin

An antitumor acetogenin, muconin, was synthesized through a coupling reaction of a THF-THP segment and a terminal butenolide. The key reactions include successive ether-ring formation reaction under acidic and basic conditions or one-pot double cyclization promoted by TBAF and stereoselective reduction of acyclic ketones adjacent to the 2,6-cis THP with Zn(BH4)2.

Total synthesis of muconin

An antitumor acetogenin, muconin, was synthesized through a coupling reaction of a THF-THP segment and a terminal butenolide. The key reactions include 6-exo cyclization of an epoxy tetraol, regioselective cyclization of hydroxy tosylate, and stereoselective reduction of an acyclic ketone adjacent to the 2,6-cis THP ring with Zn(BH4)2.