303728-22-5

Basic information

• Product Name: 1-[(Z)-(1S,2R,3R,4S,8S,9R,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-11-trityloxy-undec-6-enyloxymethyl]-4-methoxy-benzene
• Synonyms: 1-[(Z)-(1S,2R,3R,4S,8S,9R,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-11-trityloxy-undec-6-enyloxymethyl]-4-methoxy-benzene
• CAS NO: 303728-22-5
• Molecular Weight: 959.554
• Mol File: 303728-22-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-[(Z)-(1S,2R,3R,4S,8S,9R,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-11-trityloxy-undec-6-enyloxymethyl]-4-methoxy-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(Z)-(1S,2R,3R,4S,8S,9R,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-11-trityloxy-undec-6-enyloxymethyl]-4-methoxy-benzene(303728-22-5)
• EPA Substance Registry System: 1-[(Z)-(1S,2R,3R,4S,8S,9R,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-11-trityloxy-undec-6-enyloxymethyl]-4-methoxy-benzene(303728-22-5)

Safety Data

• Hazardous Substances Data: 303728-22-5(Hazardous Substances Data)

Upstream product

• 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 
• 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 
• 212703-47-4 2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-[(4-methoxyphenyl)-methyl]-2,4-dimethyl-L-arabinose 
• 76-83-5 trityl chloride 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 252342-53-3 (Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-5,11-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-13-trityloxy-tridec-8-en-1-ol 
• 252342-45-3 (2S,4S,5S)-4-[(Z)-(1R,2R,3S,7S,8R,9S)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1,3,5,7,9-pentamethyl-10-trityloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane 
• 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 
• 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 
• 303727-86-8 (R)-4-Benzyl-3-{(2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoyl}-oxazolidin-2-one 
• 252342-41-9 (R)-4-Benzyl-3-{(2R,3S,4S)-3-hydroxy-4-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoyl}-oxazolidin-2-one 
• 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 

Downstream Products

• 252342-46-4 (5Z,13Z)-(2S,3R,4S,8S,9R,10R,11S,12S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-hexadeca-5,13,15-trien-1-ol 
• 252342-47-5 4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-[2,6,12-tris-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-tetrahydro-pyran-2-one 

Relevant articles and documents

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.