174589-62-9

Upstream product

• 155681-67-7 (4'aS,5'S,7'S,8'S,8'aS)-5'-(tert-Butyl-dimethyl-silanyloxy)-8'-hydroxymethyl-4'a-methyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalene]-7',8'-diol 
• 174474-72-7 Trifluoro-methanesulfonic acid (4'aS,5'S,7'S,8'S,8'aS)-5'-(tert-butyl-dimethyl-silanyloxy)-8'-hydroxy-4'a-methyl-8'-trimethylsilanyloxymethyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-7'-yl ester 
• 174589-61-8 Trifluoro-methanesulfonic acid (4'aS,5'S,8'aS)-5'-(tert-butyl-dimethyl-silanyloxy)-4'a-methyl-3',4',4'a,5',6',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'-yl ester 
• 155681-65-5 (4'aS,5'S,8'aS)-5'-(tert-Butyl-dimethyl-silanyloxy)-4'a-methyl-3',4',4'a,5',6',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]-8'-carboxylic acid methyl ester 
• 174474-71-6 (4'aS,5'S,7'S,8'S,8'aS)-5'-(tert-Butyl-dimethyl-silanyloxy)-4'a-methyl-8'-trimethylsilanyloxymethyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalene]-7',8'-diol 
• 155681-63-3 tert-Butyl-dimethyl-((4'aS,5'S)-4'a-methyl-3',4',4'a,5',6',7'-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-5'-yloxy)-silane 
• 174474-70-5 C₂₀H₃₆O₄Si 
• 155681-62-2 (4'aS,5'S)-4'a-Methyl-3',4',4'a,5',6',7'-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-5'-ol 
• 168421-57-6 C₂₇H₄₂O₅Si 
• 168421-83-8 (2aR,4S,4aS,8aS,8bS)-8b-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-4a-methyl-octahydro-2-oxa-cyclobuta[a]naphthalen-7-one 
• 155681-66-6 [(4'aS,5'S,8'aR)-5'-(tert-Butyl-dimethyl-silanyloxy)-4'a-methyl-3',4',4'a,5',6',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'-yl]-methanol 
• 155681-64-4 (4'aS,5'S,8'aS)-5'-(tert-Butyl-dimethyl-silanyloxy)-4'a-methyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'-one 
• 155681-68-8 C₂₀H₃₆O₅Si 
• 100-39-0 benzyl bromide 

Downstream Products

• 174474-74-9 [(1S,2S,3S,4S,6R)-1-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3-(2-oxo-ethyl)-7-oxa-bicyclo[4.2.0]oct-2-yl]-acetic acid methyl ester 
• 168421-82-7 C₃₅H₅₀O₉Si 
• 168421-66-7 (1S,6S)-1-{(S)-[(1S,2R,3S,4S,6R)-1-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-(2,2-dimethoxy-ethyl)-3-methyl-7-oxa-bicyclo[4.2.0]oct-2-yl]-hydroxy-methyl}-2,2,4-trimethyl-7-oxa-bicyclo[4.1.0]hept-4-en-3-one 
• 168421-61-2 {(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-[2-(2-nitro-phenylselanyl)-ethyl]-7-oxa-bicyclo[4.2.0]oct-4-yloxy}-tert-butyl-dimethyl-silane 
• 168421-70-3 Trifluoro-methanesulfonic acid (4S,5S)-4-[(1S,2R,3S,4S,6R)-1-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-(2,2-dimethoxy-ethyl)-3-methyl-7-oxa-bicyclo[4.2.0]oct-2-yl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-yl ester 
• 168421-71-4 Trifluoro-methanesulfonic acid (4S,5S)-4-[(1S,2R,3S,4S,6R)-1-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3-(2-oxo-ethyl)-7-oxa-bicyclo[4.2.0]oct-2-yl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-yl ester 
• 168421-72-5 Trifluoro-methanesulfonic acid (4S,5S)-4-[(1S,2R,3S,4S,6R)-3-allyl-1-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-7-oxa-bicyclo[4.2.0]oct-2-yl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-yl ester 
• 168421-80-5 C₃₅H₅₀O₉Si 
• 168421-69-0 (4S,5S)-4-[(1S,2R,3S,4S,6R)-1-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-(2,2-dimethoxy-ethyl)-3-methyl-7-oxa-bicyclo[4.2.0]oct-2-yl]-6,6,8-trimethyl-1,3-dioxa-spiro[4.5]decane-2,7-dione 
• 168421-79-2 C₃₆H₅₂O₈Si 
• 168421-68-9 (4S,5S)-4-[(1S,2R,3S,4S,6R)-1-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-(2,2-dimethoxy-ethyl)-3-methyl-7-oxa-bicyclo[4.2.0]oct-2-yl]-6,6,8-trimethyl-1,3-dioxa-spiro[4.5]dec-8-ene-2,7-dione 
• 168421-81-6 C₃₅H₅₀O₈Si 
• 168421-75-8 C₃₅H₅₀O₆Si 
• 168421-73-6 C₃₅H₅₀O₆Si 

Relevant academic research and scientific papers

Total synthesis of baccatin III and taxol

An intramolecular Heck reaction (90 → 91) serves as the key step in the total synthesis of the titled compounds. The synthetic route is based on utilizing the Wieland-Miescher ketone (5) as a matrix to provide the C and D rings of the targets and to provide functionality implements for joining this sector to an A ring precursor (6). Catalytically induced enantiotopic control and early emplacement of the oxetane are other features of the route.