tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

Base Information

• Chemical Name: tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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
• CAS No.: 874211-86-6
• Molecular Formula: C₅₂H₆₈O₉Si
• Molecular Weight: 865.192

Synonyms:tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

Chemical Property of tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

There total 6 articles about tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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 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:

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 (874211-78-6) → tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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 (874211-86-6)

Guidance literature:

Multi-step reaction with 7 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

6.1: I₂; PPh₃; imidazole / benzene / 20 °C

7.1: t-BuLi / tetrahydrofuran / -78 °C

7.2: 86 percent / tetrahydrofuran; methanol

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N,N-phenylbistrifluoromethane-sulfonimide; dimethylsulfide borane complex; iodine; tert.-butyl lithium; oxygen; potassium hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; triphenylphosphine; copper(l) chloride; palladium dichloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; benzene; 1.1: Wacker oxidation;

DOI:10.1016/j.tetlet.2005.10.136

Reference yield:

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 (874211-79-7) → tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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 (874211-86-6)

Guidance literature:

Multi-step reaction with 6 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

5.1: I₂; PPh₃; imidazole / benzene / 20 °C

6.1: t-BuLi / tetrahydrofuran / -78 °C

6.2: 86 percent / tetrahydrofuran; methanol

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N,N-phenylbistrifluoromethane-sulfonimide; dimethylsulfide borane complex; iodine; tert.-butyl lithium; potassium hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1016/j.tetlet.2005.10.136

Reference yield:

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)-prop-2-en-1-ol → tert-Butyl-[2-((2R,4aR,6S,7R,8aS)-7-{(2R,3S,4aR,8aS)-2-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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 (874211-86-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: KH / tetrahydrofuran / 20 °C

2.1: BH₃*SMe₂ / tetrahydrofuran / 0 °C

2.2: 76 percent / H₂O₂; aq. NaOH / tetrahydrofuran / 0 °C

3.1: I₂; PPh₃; imidazole / benzene / 20 °C

4.1: t-BuLi / tetrahydrofuran / -78 °C

4.2: 86 percent / tetrahydrofuran; methanol

With 1H-imidazole; dimethylsulfide borane complex; iodine; tert.-butyl lithium; potassium hydride; triphenylphosphine; In tetrahydrofuran; benzene;

DOI:10.1016/j.tetlet.2005.10.136

upstream raw materials:

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

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

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)-acrylic acid methyl ester

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

Downstream raw materials:

(2R,4aR,6S,7R,8aS)-4a,6-Dimethyl-7-[(2R,3S,4aR,8aS)-2-((S)-1-methyl-allyl)-octahydro-pyrano[3,2-b]pyran-3-yloxy]-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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

(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)-propan-1-ol

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