((S)-4-(benzyloxy)-5-((R)-p-tolylsulfinyl)pentyloxy)(tert-butyl)diphenylsilane

Base Information

Chemical Name:((S)-4-(benzyloxy)-5-((R)-p-tolylsulfinyl)pentyloxy)(tert-butyl)diphenylsilane
CAS No.:1415310-22-3
Molecular Formula:C₃₅H₄₂O₃SSi
Molecular Weight:570.868
Hs Code.:

Synonyms:((S)-4-(benzyloxy)-5-((R)-p-tolylsulfinyl)pentyloxy)(tert-butyl)diphenylsilane

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Chemical Property of ((S)-4-(benzyloxy)-5-((R)-p-tolylsulfinyl)pentyloxy)(tert-butyl)diphenylsilane

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Technology Process of ((S)-4-(benzyloxy)-5-((R)-p-tolylsulfinyl)pentyloxy)(tert-butyl)diphenylsilane

There total 5 articles about ((S)-4-(benzyloxy)-5-((R)-p-tolylsulfinyl)pentyloxy)(tert-butyl)diphenylsilane 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: 75.0%

: 1415310-21-2
(S)-5-(tert-butyldiphenylsilyloxy)-1-((R)-p-tolylsulfinyl)pentan-2-ol

: 100-39-0
benzyl bromide

: 1415310-22-3
((S)-4-(benzyloxy)-5-((R)-p-tolylsulfinyl)pentyloxy)(tert-butyl)diphenylsilane

Guidance literature:: (S)-5-(tert-butyldiphenylsilyloxy)-1-((R)-p-tolylsulfinyl)pentan-2-ol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

benzyl bromide; In tetrahydrofuran; at 0 - 20 ℃; for 3.5h;
DOI:10.1039/c2ob26641e

Reference yield:

: 1519-39-7
(R)-methyl p-tolyl sulfoxide

: 1415310-22-3
((S)-4-(benzyloxy)-5-((R)-p-tolylsulfinyl)pentyloxy)(tert-butyl)diphenylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 1 h / -78 °C

2.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 5 h / -78 °C

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

3.2: 3.5 h / 0 - 20 °C

With n-butyllithium; sodium hydride; diisobutylaluminium hydride; diisopropylamine; In tetrahydrofuran; hexane; toluene;
DOI:10.1039/c2ob26641e

Reference yield:

: (1R,2S,5R,S_S)-(-)-menthyl p-toluenesulfinate

: 1415310-22-3
((S)-4-(benzyloxy)-5-((R)-p-tolylsulfinyl)pentyloxy)(tert-butyl)diphenylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium / diethyl ether / 2 h / 20 °C

1.2: 3 h / 0 - 20 °C

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 1 h / -78 °C

3.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 5 h / -78 °C

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

4.2: 3.5 h / 0 - 20 °C

With n-butyllithium; sodium hydride; diisobutylaluminium hydride; magnesium; diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; toluene;
DOI:10.1039/c2ob26641e