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

Base Information

Chemical Name:(1R,2S,3S,5R)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-hydroxymethyl-cyclohexanol
CAS No.:247587-52-6
Molecular Formula:C₂₀H₃₄O₄Si
Molecular Weight:366.573
Hs Code.:

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

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

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

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

There total 3 articles about (1R,2S,3S,5R)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-hydroxymethyl-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: 74.0%

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

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

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

Guidance literature:: (1R,3S,5R)-5-benzyloxy-3-(tert-butyldimethylsilyloxy)-2-methylenecyclohexanol; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 0 - 20 ℃;

With sodium hydroxide; dihydrogen peroxide; In ethanol; at 20 ℃; for 24h;
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

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

Guidance literature:: Multi-step reaction with 2 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

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