(2R)-toluene-4-sulfonic acid 3-(tert-butyldimethylsilanyloxy)-2-methylpropyl ester

Base Information

• Chemical Name: (2R)-toluene-4-sulfonic acid 3-(tert-butyldimethylsilanyloxy)-2-methylpropyl ester
• CAS No.: 299430-30-1
• Molecular Formula: C₁₇H₃₀O₄SSi
• Molecular Weight: 358.574
• Mol file: 299430-30-1.mol

Synonyms:(2R)-toluene-4-sulfonic acid 3-(tert-butyldimethylsilanyloxy)-2-methylpropyl ester

Chemical Property of (2R)-toluene-4-sulfonic acid 3-(tert-butyldimethylsilanyloxy)-2-methylpropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-toluene-4-sulfonic acid 3-(tert-butyldimethylsilanyloxy)-2-methylpropyl ester

There total 4 articles about (2R)-toluene-4-sulfonic acid 3-(tert-butyldimethylsilanyloxy)-2-methylpropyl ester 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%

(S)-3-(tert-butyldimethylsilyloxy)-2-methylpropan-1-ol (105859-45-8) + p-toluenesulfonyl chloride (98-59-9) → (2R)-toluene-4-sulfonic acid 3-(tert-butyldimethylsilanyloxy)-2-methylpropyl ester (299430-30-1,885266-52-4)

Guidance literature:

In pyridine; at 0 ℃; for 12h;

DOI:10.1002/1099-0690(200008)2000:15<2745::AID-EJOC2745>3.0.CO;2-I

Reference yield:

methyl (R)-2-methyl-3-[(tert-butyldimethylsilyl)oxy]propionate (105859-44-7) → (2R)-toluene-4-sulfonic acid 3-(tert-butyldimethylsilanyloxy)-2-methylpropyl ester (299430-30-1,885266-52-4)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂; hexane / -40 - 20 °C

2: DMAP / CH₂Cl₂ / 16 h / 20 °C

With dmap; In hexane; dichloromethane;

DOI:10.1021/jo051526a

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (2R)-toluene-4-sulfonic acid 3-(tert-butyldimethylsilanyloxy)-2-methylpropyl ester (299430-30-1,885266-52-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / imidazole / dimethylformamide

2: 94 percent / DIBAL-H / CH₂Cl₂

3: pyridine

With 1H-imidazole; diisobutylaluminium hydride; In pyridine; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Reduction / 3: Tosylation;

DOI:10.1039/a907910f

upstream raw materials:

(S)-3-(tert-butyldimethylsilyloxy)-2-methylpropan-1-ol

p-toluenesulfonyl chloride

methyl (R)-2-methyl-3-[(tert-butyldimethylsilyl)oxy]propionate

tert-butyldimethylsilyl chloride

Downstream raw materials:

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

4-[(1E,3S,5Z,8R/S,10S)-3,11-bis{[tert-butyl(dimethyl)silyl]oxy}-2,6,10-trimethyl-8-(phenylsulfonyl)undeca-1,5-dienyl]-2-methyl-1,3-thiazole

(2S,6Z,9S,10E)-1,9-Bis[(1,1-dimethylethyl)dimethylsilyloxy]-11-(2-methylthiazol-4-yl)-2,6,10-trimethyl-undeca-6,10-diene

(S)-1-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-2-methylbutane