256920-83-9

Upstream product

• 252342-44-2 (2S,4S,5S)-4-[(Z)-(1R,2R,3S,7S,8R,9S)-2,8-bis(tert-butyldimethylsilanyloxy)-10-(4-methoxybenzyloxy)-1,3,5,7,9-pentamethyldec-5-enyl]-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxane 
• 444105-62-8 4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-[2,6,12-tris-(tert-butyl-dimethyl-silanyloxy)-16-hydroxy-14-(4-methoxy-benzyloxy)-5,7,9,11,13,15-hexamethyl-hexadeca-3,8-dienyl]-tetrahydro-pyran-2-ol 
• 256920-82-8 4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-{2,6,12-tris-(tert-butyl-dimethyl-silanyloxy)-13-[2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5,7,9,11-tetramethyl-tetradeca-3,8-dienyl}-tetrahydro-pyran-2-one 
• 303728-07-6 (2S,4S,5S)-4-[(Z)-(1R,2R,3S,7S,8R,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-iodo-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane 
• 252342-52-2 (Z)-(2S,3R,4S,8S,9R,10R)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol 
• 303727-90-4 Methanesulfonic acid (Z)-(4S,5R,6S)-2-bromo-5-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-hept-2-enyl ester 
• 303727-88-0 (Z)-(4S,5R,6S)-2-Bromo-5-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-hept-2-enoic acid ethyl ester 
• 303727-89-1 (Z)-(4S,5R,6S)-2-Bromo-5-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-hept-2-en-1-ol 
• 252342-50-0 tert-Butyl-((1S,2R)-3-iodo-1-{(R)-1-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propoxy)-dimethyl-silane 
• 303727-91-5 {(Z)-(1R,2S)-4-Bromo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-3-enyloxy}-tert-butyl-dimethyl-silane 
• 303727-87-9 (2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid N-methoxy-N-methyl-amide 
• 252342-49-7 (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide 
• 212703-47-4 2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-[(4-methoxyphenyl)-methyl]-2,4-dimethyl-L-arabinose 
• 132969-62-1 (2'R,3'S,4'S,4R,5S)-3-[3'-hydroxy-5'-(4-methoxyphenyl)methoxy-2',4'-dimethylpentanoyl]-5-phenyl-4-methyl-2-oxazolidinone 

Relevant academic research and scientific papers

Evolution of a gram-scale synthesis of (+)-discodermolide

An efficient, highly convergent, stereocontrolled total synthesis of the potent antimitotic agent (+)-discodermolide (1) has been achieved on gram scale. Key elements of the successful strategy include (1) elaboration of three advanced fragments from a common precursor (CP) which embodies the repeating stereochemical triad of the discodermolide backbone, (2) σr-bond installation of the Z trisubstituted olefin, exploiting a modified Negishi cross-coupling reaction, (3) synthesis of a late-stage phosphonium salt utilizing high pressure, and (4) Wittig installation of the Z disubstituted olefin and the terminal (Z)-diene.