(1S,2R,4S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexanol

Base Information

Chemical Name:(1S,2R,4S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexanol
CAS No.:94597-65-6
Molecular Formula:C₂₂H₃₆O₂SeSi
Molecular Weight:439.572
Hs Code.:

Synonyms:(1S,2R,4S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexanol

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Chemical Property of (1S,2R,4S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexanol

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Technology Process of (1S,2R,4S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexanol

There total 6 articles about (1S,2R,4S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-(phenylselanyl)-4-(prop-1-en-2-yl)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: 46.0%

: 1666-13-3
diphenyl diselenide

: 94597-63-4
(S)-tert-butyldimethyl[(4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-1-yl)methoxy]silane

: C₂₂H₃₆O₂SeSi

: 94597-65-6
(1S,2R,4S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexanol

: 94597-66-7
(1R,2S,4S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexanol

Guidance literature:: diphenyl diselenide; With sodium tetrahydroborate; In ethanol; at 20 ℃; for 1h;

(S)-tert-butyldimethyl[(4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-1-yl)methoxy]silane; In ethanol; at 65 ℃;

Reference yield:

: 536-59-4,18457-55-1
(-)-perillyl alcohol

: 94597-65-6
(1S,2R,4S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1: VO(AcAc)2, t-BuOOH / toluene; 2-methyl-propan-2-ol / 10 h / Ambient temperature

2: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: NaBH₄ / ethanol / 24 h / Heating

With 1H-imidazole; tert.-butylhydroperoxide; sodium tetrahydroborate; bis(acetylacetonate)oxovanadium; In ethanol; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1021/jo00205a015

Reference yield:

: 190718-78-6
((4S)-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-1-yl)methanol

: 94597-65-6
(1S,2R,4S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: NaBH₄ / ethanol / 24 h / Heating

With 1H-imidazole; sodium tetrahydroborate; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00205a015