201136-71-2

Upstream product

• 187527-25-9 (-)-(5S)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-4,4-dimethylheptan-3-one 
• 201136-70-1 (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dienal 
• 188730-03-2 6-tert-butyldimethylsilyloxy-1-iodo-5-methylhexane 
• 188730-01-0 6-tert-butyldimethylsilyloxy-5-methylhexan-1-ol 
• 190369-75-6 (S)-6-(tert-Butyl-dimethyl-silanyloxy)-5-methyl-hexanal 
• 226940-38-1 tert-butyl-dimethyl-(2-methyl-hept-6-enyloxy)-silane 
• 226940-40-5 (S)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-2-(triphenylphosphanylidene)-heptanoic acid methyl ester 
• 226940-55-2 (2E,6E)-(S)-5-(tert-butyl-dimethyl-silanyloxy)-2-[(S)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl]-6-methyl-7-(2-methyl-thiazol-4-yl)-hepta-2,6-dien-1-ol 
• 226940-54-1 (2E,6E)-(S)-5-(tert-butyl-dimethyl-silanyloxy)-2-[(S)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl]-6-methyl-7-(2-methyl-thiazol-4-yl)-hepta-2,6-dienoic acid methyl ester 
• 226940-59-6 (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-1-ol 
• 226940-56-3 4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-2,10-dimethyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole 
• 76-83-5 trityl chloride 
• 193146-41-7 (2E,6E)(5S)-6-methyl-7-(2-methyl-(1,3-thiazol-4-yl))-2-prop-2-enyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)hepta-2,6-dien-1-ol 
• 201136-65-4 4-[(1E,5E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-6-trityloxymethyl-nona-1,5,8-trienyl]-2-methyl-thiazole 

Downstream Products

• 201136-73-4 (12E,16E)-(3S,6R,7S,8S,15S)-1,3,7,15-Tetrakis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8,16-pentamethyl-17-(2-methyl-thiazol-4-yl)-12-trityloxymethyl-heptadeca-12,16-dien-5-one 
• 201136-74-5 (12E,16E)-(3S,6R,7S,8S,15S)-3,7,15-Tris-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4,4,6,8,16-pentamethyl-17-(2-methyl-thiazol-4-yl)-12-trityloxymethyl-heptadeca-12,16-dien-5-one 

Relevant academic research and scientific papers

Synthesis of 16-desmethylepothilone B: Improved methodology for the rapid, highly selective and convergent construction of epothilone B and analogues

During a synthesis of 16-desmethylepothilone B new methods for the convergent and highly stereoselective synthesis of epothilone B and analogues were developed.

Total synthesis of 26-hydroxy-epothilone B and related analogs via a macrolactonization based strategy

The chemical synthesis of a series of 26-substituted epothilones B is described. Fully protected 26-hydroxydesoxy-epothilone B (7), prepared via the macrolactonization strategy, served as a common precursor to the designed epothilones described. The synthesized compounds were members of a large epothilone library whose biological screening led to the identification of a number of highly potent antitumor agents.

Total synthesis of 26-hydroxyepothilone B and related analogues

A series of 26-substituted epothilones B (3, 22, 23a-n and 24a-h,j-l,o) have been constructed by total synthesis involving a selective Wittig olefination, an aldol reaction and a macrolactonization as key steps.