(S)-2-((2R,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-3-(4-methoxy-benzyloxy)-propan-1-ol

Base Information

Chemical Name:(S)-2-((2R,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-3-(4-methoxy-benzyloxy)-propan-1-ol
CAS No.:874211-85-5
Molecular Formula:C₅₂H₆₈O₁₀Si
Molecular Weight:881.191
Hs Code.:

(S)-2-((2R,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-3-(4-methoxy-benzyloxy)-propan-1-ol

Synonyms:(S)-2-((2R,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-3-(4-methoxy-benzyloxy)-propan-1-ol

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Chemical Property of (S)-2-((2R,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-3-(4-methoxy-benzyloxy)-propan-1-ol

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Technology Process of (S)-2-((2R,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-3-(4-methoxy-benzyloxy)-propan-1-ol

There total 5 articles about (S)-2-((2R,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-3-(4-methoxy-benzyloxy)-propan-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

: 874211-84-4
tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[1-(4-methoxy-benzyloxymethyl)-vinyl]-octahydro-pyrano[3,2-b]pyran-3-yloxy}-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-ethoxy]-diphenyl-silane

: 874211-85-5
(S)-2-((2R,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-3-(4-methoxy-benzyloxy)-propan-1-ol

Guidance literature:: tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[1-(4-methoxy-benzyloxymethyl)-vinyl]-octahydro-pyrano[3,2-b]pyran-3-yloxy}-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-ethoxy]-diphenyl-silane; With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/j.tetlet.2005.10.136

Reference yield:

: 874211-78-6
tert-Butyl-{2-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-2-phenyl-7-((2R,3S,4aR,8aS)-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-ethoxy}-diphenyl-silane

: 874211-85-5
(S)-2-((2R,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-3-(4-methoxy-benzyloxy)-propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 81 percent / O₂ / PdCl₂; CuCl / dimethylformamide; H₂O / 30 °C

2.1: PhNTf₂; KHMDS; DMPU / tetrahydrofuran / -78 °C

2.2: 74 percent / Pd(PPh₃)4 / tetrahydrofuran; dimethylformamide / 20 °C

3.1: DIBAL-H / CH₂Cl₂ / -78 °C

4.1: KH / tetrahydrofuran / 20 °C

5.1: BH₃*SMe₂ / tetrahydrofuran / 0 °C

5.2: 76 percent / H₂O₂; aq. NaOH / tetrahydrofuran / 0 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N,N-phenylbistrifluoromethane-sulfonimide; dimethylsulfide borane complex; oxygen; potassium hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; copper(l) chloride; palladium dichloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Wacker oxidation;
DOI:10.1016/j.tetlet.2005.10.136

Reference yield:

: 874211-79-7
1-((2S,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-ethanone

: 874211-85-5
(S)-2-((2R,3S,4aR,8aS)-3-{(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-octahydro-pyrano[3,2-b]pyran-2-yl)-3-(4-methoxy-benzyloxy)-propan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: PhNTf₂; KHMDS; DMPU / tetrahydrofuran / -78 °C

1.2: 74 percent / Pd(PPh₃)4 / tetrahydrofuran; dimethylformamide / 20 °C

2.1: DIBAL-H / CH₂Cl₂ / -78 °C

3.1: KH / tetrahydrofuran / 20 °C

4.1: BH₃*SMe₂ / tetrahydrofuran / 0 °C

4.2: 76 percent / H₂O₂; aq. NaOH / tetrahydrofuran / 0 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N,N-phenylbistrifluoromethane-sulfonimide; dimethylsulfide borane complex; potassium hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.10.136