(-)-(3S)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutyl phenyl sulfone

Base Information

Chemical Name:(-)-(3S)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutyl phenyl sulfone
CAS No.:263900-30-7
Molecular Formula:C₂₇H₃₄O₃SSi
Molecular Weight:466.717
Hs Code.:

Synonyms:(-)-(3S)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutyl phenyl sulfone

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Chemical Property of (-)-(3S)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutyl phenyl sulfone

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Technology Process of (-)-(3S)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutyl phenyl sulfone

There total 3 articles about (-)-(3S)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutyl phenyl sulfone 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: 82.0%

: 3112-85-4
methylphenylsulfonate

(2R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropyl p-toluenesulfonate: 136786-35-1
(2R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropyl p-toluenesulfonate

: 263900-30-7
(-)-(3S)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutyl phenyl sulfone

Guidance literature:: methylphenylsulfonate; With n-butyllithium; In tetrahydrofuran; hexane; at -20 - 20 ℃; for 0.5h;

(2R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropyl p-toluenesulfonate; In tetrahydrofuran; hexane; at -20 - 20 ℃; Further stages.;
DOI:10.1021/jo0007480

Reference yield:

: 95514-04-8,129029-85-2,120346-83-0
(S)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 263900-30-7
(-)-(3S)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutyl phenyl sulfone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / Py / 3.5 h / 0 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -20 - 20 °C

2.2: 82 percent / tetrahydrofuran; hexane / -20 - 20 °C

With pyridine; n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.1021/jo0007480

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 263900-30-7
(-)-(3S)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutyl phenyl sulfone

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole / dimethylformamide / 20 °C

2.1: 26.06 g / DIBALH / tetrahydrofuran; toluene / 0 - 20 °C

3.1: 93 percent / Py / 3.5 h / 0 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -20 - 20 °C

4.2: 82 percent / tetrahydrofuran; hexane / -20 - 20 °C

With pyridine; 1H-imidazole; n-butyllithium; diisobutylaluminium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo0007480