phenyl[(2S)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropan-1-yl]sulfide

Base Information

• Chemical Name: phenyl[(2S)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropan-1-yl]sulfide
• CAS No.: 366454-91-3
• Molecular Formula: C₂₆H₃₂OSSi
• Molecular Weight: 420.691
• Mol file: 366454-91-3.mol

Synonyms:phenyl[(2S)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropan-1-yl]sulfide

Chemical Property of phenyl[(2S)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropan-1-yl]sulfide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl[(2S)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropan-1-yl]sulfide

There total 8 articles about phenyl[(2S)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropan-1-yl]sulfide 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: 100.0%

(2S)-1-bromo-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropane (143088-61-3) + thiophenol (108-98-5) → phenyl[(2S)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropan-1-yl]sulfide (366454-91-3)

Guidance literature:

thiophenol; With sodium hydroxide; In methanol; at 20 ℃; for 0.416667h;

(2S)-1-bromo-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropane; In tetrahydrofuran; methanol; for 22h; Further stages.;

DOI:10.1021/ja011256n

Reference yield: 95.0%

(S)-(+)-2-methyl-3-(phenylthio)propan-1-ol (121783-49-1) + tert-butylchlorodiphenylsilane (58479-61-1) → phenyl[(2S)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropan-1-yl]sulfide (366454-91-3)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1039/c5ob01750e

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → phenyl[(2S)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropan-1-yl]sulfide (366454-91-3)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 4 h

2: CaCl₂; NaBH₄ / tetrahydrofuran; diethyl ether / 0 - 20 °C

3: n-Bu₃P / benzene / 2.5 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; tributylphosphine; calcium chloride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jo0503862

upstream raw materials:

(R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

diphenyldisulfane

(2S)-1-bromo-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropane

thiophenol

Downstream raw materials:

(2S,6R)-1-[(tert-butyldiphenylsilyl)oxy]-6-[(4-methoxybenzyl)oxy]-3-(phenylsulfonyl)-2,5,5-trimethyl-oct-7-en-4-ol

(2S,6R)-1-[(tert-butyldiphenylsilyl)oxy]-6-[(4-methoxybenzyl)oxy]-3-(phenylsulfonyl)-2,5,5-trimethyloct-7-en-4-one

(3R,7R)-8-(tert-butyldiphenylsilyl)oxy-3-[(4-methoxyphenyl)methoxy]-4,4,7-trimethyloct-1-en-5-one

(4R,6R)-4-[(2R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylprop-1-yl]-6-ethenyl-2,2,5,5-tetramethyl-1,3-dioxane