211801-80-8

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 201136-64-3 (E)-(4S,7R,8S,9S,16S)-4,8-Dihydroxy-13-hydroxymethyl-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione 
• 201136-77-8 (12E,16E)-(3S,6R,7S,8S,15S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-4,4,6,8,16-pentamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-12-trityloxymethyl-heptadeca-12,16-dienoic acid 
• 209260-71-9 (4S,7R,8S,9S,16S,E)-4,8-bis(tert-butyldimethylsilyloxy)-5,5,7,9-tetramethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-13-(trityloxymethyl)oxacyclohexadec-13-ene-2,6-dione 
• 201136-78-9 (E)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-13-trityloxymethyl-oxacyclohexadec-13-ene-2,6-dione 

Relevant academic research and scientific papers

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.