286372-22-3

Basic information

• Product Name: (4S,5S,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(Z)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxane
• Synonyms: (4S,5S,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(Z)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxane
• CAS NO: 286372-22-3
• Molecular Weight: 596.998
• Mol File: 286372-22-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4S,5S,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(Z)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxane(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5S,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(Z)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxane(286372-22-3)
• EPA Substance Registry System: (4S,5S,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(Z)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propenyl]-2,2,5-trimethyl-[1,3]dioxane(286372-22-3)

Safety Data

• Hazardous Substances Data: 286372-22-3(Hazardous Substances Data)

Upstream product

• 286372-48-3 1-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-4,6-dimethyl-oct-6-ene-3,5-diol 
• 251089-63-1 8-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-3,5-dimethyl-oct-2-en-4-one 
• 251089-79-9 (3R,4S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-trimethylsilanyloxy-hex-1-ene 
• 286372-19-8 (2S,3S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-3-trimethylsilanyloxy-pentanal 
• 168777-81-9 (3S,4R)-1-[(tert-butyldimethylsilyl)oxy]-4-methylhex-5-en-3-ol 
• 77-76-9 2,2-dimethoxy-propane 
• 286372-21-2 (Z)-(3S,4S,5R)-1-(tert-Butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-4,6-dimethyl-oct-6-ene-3,5-diol 

Downstream Products

• 286372-63-2 C₃₈H₅₁N₃SO₈C₂H₄O 
• 165337-97-3 (+)-thiazinotrienomycin E 
• 286372-53-0 2,2-Dimethyl-propionic acid (Z)-3-{(4R,5S,6S)-2,2,5-trimethyl-6-[2-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-ethyl]-[1,3]dioxan-4-yl}-but-2-enyl ester 
• 251089-66-4 2,2-Dimethyl-propionic acid (Z)-3-{(4R,5S,6S)-2,2,5-trimethyl-6-[2-(1-phenyl-1H-tetrazole-5-sulfonyl)-ethyl]-[1,3]dioxan-4-yl}-but-2-enyl ester 
• 286372-29-0 8-(1-benzenesulfonyl-4-{6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-3-enyl)-6-[(tert-butyl-dimethyl-silanyl)-amino]-7-(tert-butyl-dimethyl-silanyloxy)-4H-benzo[1,4]thiazin-3-one 

Relevant articles and documents

Total synthesis of the ansamycin antibiotic (+)-thiazinotrienomycin E

The first total synthesis of (+)-thiazinotrienomycin E (1), member of a novel class of cytotoxic ansamycin antibiotics, has been achieved. Key features of the synthetic strategy include (a) the efficient construction of sulfone 7 incorporating TBS protection of the aniline, (b) an improved synthesis of allyl chloride (-)-6, the advanced intermediate employed in our trienomycins A and F total syntheses, (c) application of the Kocienski modified Julia protocol to elaborate the E,E,E-triene subunit in a stereo- controlled fashion, (d) an efficient union of sulfone 7 with advanced iodide 62, and (e) Mukaiyama macrolactamization to access the thiazinotrienomycin macrocyclic ring.