3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexanol

Base Information

Chemical Name:3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexanol
CAS No.:328926-58-5
Molecular Formula:C₂₅H₅₆O₄Si₃
Molecular Weight:504.974
Hs Code.:

3,5-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-cyclohexanol

Synonyms:3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexanol

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Chemical Property of 3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexanol

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Technology Process of 3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexanol

There total 3 articles about 3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 262372-05-4
(1R,2S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-hydroxymethyl-cyclohexanol

: 328926-58-5
3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexanol

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

Reference yield:

: 121289-21-2
(1R,3S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-2-methylenecyclohexanol

: 328926-58-5
3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9-BBN / tetrahydrofuran

1.2: H₂O₂; NaOH

2.1: 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:

: 121289-20-1
(1S,2S,4R,6R)-2,4-bis(tert-butyldimethylsilyloxy)-1-methyl-7-oxabicyclo[4.1.0]heptane

: 328926-58-5
3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiTMP; Et₂AlCl

2.1: 9-BBN / tetrahydrofuran

2.2: H₂O₂; NaOH

3.1: 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; 1.1: Ring cleavage / 2.1: hydroboration / 2.2: Oxidation / 3.1: Substitution;
DOI:10.1021/jo9908288