(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-phenyl-8-[(triisopropylsilyl)oxy]hexahydropyrano[3,2-d][1,3,2]dioxasilin-7-ol

Base Information

Chemical Name:(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-phenyl-8-[(triisopropylsilyl)oxy]hexahydropyrano[3,2-d][1,3,2]dioxasilin-7-ol
CAS No.:1384173-57-2
Molecular Formula:C₂₉H₅₂O₅Si₂
Molecular Weight:536.9
Hs Code.:

Synonyms:(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-phenyl-8-[(triisopropylsilyl)oxy]hexahydropyrano[3,2-d][1,3,2]dioxasilin-7-ol

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Chemical Property of (4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-phenyl-8-[(triisopropylsilyl)oxy]hexahydropyrano[3,2-d][1,3,2]dioxasilin-7-ol

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Technology Process of (4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-phenyl-8-[(triisopropylsilyl)oxy]hexahydropyrano[3,2-d][1,3,2]dioxasilin-7-ol

There total 6 articles about (4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-phenyl-8-[(triisopropylsilyl)oxy]hexahydropyrano[3,2-d][1,3,2]dioxasilin-7-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: 58.0%

: 1384173-51-6
(1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene

: 1384173-57-2
(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-phenyl-8-[(triisopropylsilyl)oxy]hexahydropyrano[3,2-d][1,3,2]dioxasilin-7-ol

Guidance literature:: (1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene; With borane-THF; In tetrahydrofuran; at 0 ℃;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 4h;
DOI:10.1016/j.tet.2012.05.035

Reference yield:

: 842132-50-7
1,5-anhydro-2-deoxy-4,6-O-di-(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolylboronic acid pinacol ester

: 1384173-57-2
(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-phenyl-8-[(triisopropylsilyl)oxy]hexahydropyrano[3,2-d][1,3,2]dioxasilin-7-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 4 h / Reflux

2.1: borane-THF / tetrahydrofuran / 0 °C

2.2: 4 h / 0 °C

With bis-triphenylphosphine-palladium(II) chloride; borane-THF; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water;
DOI:10.1016/j.tet.2012.05.035

Reference yield:

: 1067224-53-6
C₂₃H₄₇BO₆Si₂

: 1384173-57-2
(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-phenyl-8-[(triisopropylsilyl)oxy]hexahydropyrano[3,2-d][1,3,2]dioxasilin-7-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene / 20 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 4 h / Reflux

3.1: borane-THF / tetrahydrofuran / 0 °C

3.2: 4 h / 0 °C

With bis-triphenylphosphine-palladium(II) chloride; borane-THF; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water; toluene;
DOI:10.1016/j.tet.2012.05.035