188899-12-9

Basic information

• Product Name: 2-Pentanone, 3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (3S)-
• CAS NO: 188899-12-9
• Molecular Formula: C17H38O3Si2
• Molecular Weight: 346.658
• Mol File: 188899-12-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-Pentanone, 3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentanone, 3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (3S)-(188899-12-9)
• EPA Substance Registry System: 2-Pentanone, 3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (3S)-(188899-12-9)

Safety Data

• Hazardous Substances Data: 188899-12-9(Hazardous Substances Data)

Downstream Products

• 162465-27-2 (3S,4R,5E)-3-[(tert-butyldimethylsilyl)oxy]-4-methyl-6-phenyl-5-hexenal 
• 208581-50-4 (3S,4R,5E)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-methyl-6-phenylhex-5-en-1-ol 
• 188926-26-3 {(1E,3R,4S)-4,6-bis{[(tert-butyl)dimethylsilyl]oxy}-3-methylhex-1-enyl}benzene 
• 591770-19-3 5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfanyl}-1-phenyl-1H-tetrazole 
• 591770-20-6 5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfonyl}-1-phenyl-1H-tetrazole 
• 152044-54-7 epothilone B 
• 219989-84-1 ixabepilone 
• 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 
• 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 
• 193146-53-1 (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 
• 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 
• 193146-49-5 (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 

Relevant articles and documents

A Scalable Approach for the Synthesis of Epothilone Thiazole Fragment (C 12 -C 21 unit) Via Wacker Oxidation

A new scalable synthesis of the common thiazole fragment (C 12 -C 21 unit) of epothilone family of molecules (epothilone A-D) has been developed via palladium-catalyzed Wacker oxidation as a key step using (S)-2,2,3,3,9,9,10,10-octamethyl-5-vinyl-4,8-dioxa-3,9-disilaundecane, which has been prepared from commercially available chiral synthon (R)-ethyl-4-cyano-3-hydroxybutanoate. Then further chemical modifications using Horner-Wadsworth-Emmons reaction and Wittig reaction result in the common thiazole fragment (C 12 -C 21 unit) in good yields.