(((1R,6S)-6-((1,3-dithian-2-yl)methyl)cyclohex-3-enyl)-methoxy)(tert-butyl)dimethylsilane

Base Information

Chemical Name:(((1R,6S)-6-((1,3-dithian-2-yl)methyl)cyclohex-3-enyl)-methoxy)(tert-butyl)dimethylsilane
CAS No.:956006-18-1
Molecular Formula:C₁₈H₃₄OS₂Si
Molecular Weight:358.685
Hs Code.:

Synonyms:(((1R,6S)-6-((1,3-dithian-2-yl)methyl)cyclohex-3-enyl)-methoxy)(tert-butyl)dimethylsilane

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Chemical Property of (((1R,6S)-6-((1,3-dithian-2-yl)methyl)cyclohex-3-enyl)-methoxy)(tert-butyl)dimethylsilane

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Technology Process of (((1R,6S)-6-((1,3-dithian-2-yl)methyl)cyclohex-3-enyl)-methoxy)(tert-butyl)dimethylsilane

There total 6 articles about (((1R,6S)-6-((1,3-dithian-2-yl)methyl)cyclohex-3-enyl)-methoxy)(tert-butyl)dimethylsilane 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: 97.0%

: 505-23-7
1,3 dithiane

: 956005-87-1
((1R,6R)-6-((tert-butyldimethylsilyloxy)methyl)cyclohex-3-enyl)methyl iodide

: 956006-18-1
(((1R,6S)-6-((1,3-dithian-2-yl)methyl)cyclohex-3-enyl)-methoxy)(tert-butyl)dimethylsilane

Guidance literature:: 1,3 dithiane; With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

((1R,6R)-6-((tert-butyldimethylsilyloxy)methyl)cyclohex-3-enyl)methyl iodide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h; Further stages.;
DOI:10.1021/ol7017938

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 956006-18-1
(((1R,6S)-6-((1,3-dithian-2-yl)methyl)cyclohex-3-enyl)-methoxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / n-BuLi / tetrahydrofuran; hexane / 20 °C

2.1: 86 percent / imidazole; PPh₃; I₂ / CH₂Cl₂ / 0.42 h

3.1: HMPA; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 97 percent / tetrahydrofuran; hexane / 12 h / -78 - 20 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; iodine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol7017938

Reference yield:

: 146611-57-6
((1R,6R)-6-((tert-butyldimethylsilyloxy)methyl)cyclohex-3-enyl)methanol

: 956006-18-1
(((1R,6S)-6-((1,3-dithian-2-yl)methyl)cyclohex-3-enyl)-methoxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / imidazole; PPh₃; I₂ / CH₂Cl₂ / 0.42 h

2.1: HMPA; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 97 percent / tetrahydrofuran; hexane / 12 h / -78 - 20 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; iodine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol7017938