(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol

Base Information

Chemical Name:(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol
CAS No.:247587-54-8
Molecular Formula:C₂₆H₄₈O₄Si₂
Molecular Weight:480.836
Hs Code.:

Synonyms:(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol

Suppliers and Price of (1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol

There total 3 articles about (1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol 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: 70.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 247587-52-6
(1R,2S,3S,5R)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-hydroxymethyl-cyclohexanol

: 247587-54-8
(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jo9908288

Reference yield:

: 247587-51-5
(1R,3S,5R)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-methylenecyclohexanol

: 247587-54-8
(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9-BBN / tetrahydrofuran / 0 - 20 °C

1.2: 74 percent / 35 percent H₂O₂; 2N NaOH / ethanol / 24 h / 20 °C

2.1: 70 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: hydroboration / 1.2: Oxidation / 2.1: Substitution;
DOI:10.1021/jo9908288

Reference yield:

: ((1R,2S,4R,6R)-4-Benzyloxy-1-methyl-7-oxa-bicyclo[4.1.0]hept-2-yloxy)-tert-butyl-dimethyl-silane

: 247587-54-8
(1R,2S,3S,5S)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-(tert-butyldimethylsilyloxymethyl)cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 71 percent / LiTMP; Et₂AlCl / toluene; benzene / 30 h / 0 °C

2.1: 9-BBN / tetrahydrofuran / 0 - 20 °C

2.2: 74 percent / 35 percent H₂O₂; 2N NaOH / ethanol / 24 h / 20 °C

3.1: 70 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; 2,2,6,6-tetramethylpiperidinyl-lithium; diethylaluminium chloride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; benzene; 1.1: Ring cleavage / 2.1: hydroboration / 2.2: Oxidation / 3.1: Substitution;
DOI:10.1021/jo9908288