(4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-(cyclohexylidenedioxy)hexan-1-ol

Base Information

Chemical Name:(4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-(cyclohexylidenedioxy)hexan-1-ol
CAS No.:1312759-08-2
Molecular Formula:C₂₈H₄₀O₄Si
Molecular Weight:468.709
Hs Code.:

Synonyms:(4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-(cyclohexylidenedioxy)hexan-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-(cyclohexylidenedioxy)hexan-1-ol

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Technology Process of (4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-(cyclohexylidenedioxy)hexan-1-ol

There total 4 articles about (4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-(cyclohexylidenedioxy)hexan-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: 93.0%

: 1197010-57-3
(2R,3S)-3-tert-butyldiphenylsilyloxy-1,2-(cyclohexylidenedioxy)hex-5-ene

: 1312759-08-2
(4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-(cyclohexylidenedioxy)hexan-1-ol

Guidance literature:: (2R,3S)-3-tert-butyldiphenylsilyloxy-1,2-(cyclohexylidenedioxy)hex-5-ene; With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 - 25 ℃; for 15h;
DOI:10.1016/j.tetasy.2011.02.008

Reference yield:

: 78008-36-3
(R)-2,3-cyclohexylideneglyceraldehyde

: 1312759-08-2
(4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-(cyclohexylidenedioxy)hexan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: gallium / 4 h / 20 °C / Inert atmosphere; Ionic liquid

2.1: 1H-imidazole; dmap / dichloromethane / 10 h / -30 - 25 °C / Inert atmosphere

3.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

3.2: 15 h / 0 - 25 °C

With 1H-imidazole; dmap; gallium; dimethylsulfide borane complex; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2011.02.008

Reference yield:

: 164145-69-1
1(S)-[(2R)-1,4-dioxaspiro[4.5]decanyl]-3-buten-1-ol

: 1312759-08-2
(4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-(cyclohexylidenedioxy)hexan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole; dmap / dichloromethane / 10 h / -30 - 25 °C / Inert atmosphere

2.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2.2: 15 h / 0 - 25 °C

With 1H-imidazole; dmap; dimethylsulfide borane complex; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2011.02.008