355009-06-2

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 188730-05-4 (1E)(3S)-3-(tert-butyl-dimethylsilyl)oxy-2-methyl-1-[2-methyl(1,3-thiazol-4-yl)]hexa-1,5-diene 
• 187283-46-1 (S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-ol 
• 184246-38-6 (E)-2-methyl-3-(2-methylthiazol-4-yl)acrylaldehyde 
• 188730-08-7 (3S,4E)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al 
• 355009-02-8 (S)-4-Benzyl-3-((S)-6-iodo-2-methyl-hept-6-enoyl)-oxazolidin-2-one 

Downstream Products

• 193146-26-8 (3S,6R,7S,8S,12Z,15S,16E)-3,7-bis{[tert-butyl(dimethyl)silyl]oxy}-15-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)-5-oxoheptadeca-12,16-dienoic acid 
• 193146-63-3 (12Z,16E)-(3S,6R,7S,8S,15S)-3,7,15-tris-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8,12,16-hexamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-heptadeca-12,16-dienoic acid 
• 193146-49-5 (7S,10R,11S,12S,19S,Z)-7-(tert-butyldimethylsilyloxy)-11-hydroxy-2,2,3,3,8,8,10,12,16,21,21,22,22-tridecamethyl-19-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,20-dioxa-3,21-disilatricos-16-en-9-one 
• 193146-51-9 (7S,10R,11S,12S,19S,Z)-7,11-bis(tert-butyldimethylsilyloxy)-2,2,3,3,8,8,10,12,16,21,21,22,22-tridecamethyl-19-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,20-dioxa-3,21-disilatricos-16-en-9-one 
• 193146-53-1 (5S,8R,9S,10S,17S,Z)-9-(tert-butyldimethylsilyloxy)-5-(2-hydroxyethyl)-2,2,3,3,6,6,8,10,14,19,19,20,20-tridecamethyl-17-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,18-dioxa-3,19-disilahenicos-14-en-7-one 
• 189453-10-9 epothilone D 
• 189453-35-8 (4S,7R,8S,9S,13Z,16S,1'E)-4,8-di-tert-butyldimethylsilyloxy-5,5,7,9,13-pentamethyl-16-[1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-13-cyclohexadecene-2,6-dione 
• 152044-54-7 epothilone B 
• 355009-08-4 (S)-4-Benzyl-3-[(6E,10E)-(2S,9S)-9-(tert-butyl-dimethyl-silanyloxy)-6-chloromethyl-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-undeca-6,10-dienoyl]-oxazolidin-2-one 

Relevant academic research and scientific papers

Total synthesis of epothilones B and D

(Matrix presented) A highly convergent total synthesis of the natural products epothilone B and D is described. The route is highlighted by efficient generation of a C12-C13 trisubstituted olefin which exploits a sequential Nozaki-Hiyama-Kishi coupling and a stereoselective thionyl chloride rearrangement.