(R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-phenylpropan-2-ol

Base Information

• Chemical Name: (R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-phenylpropan-2-ol
• CAS No.: 537695-75-3
• Molecular Formula: C₁₅H₂₃F₃O₂Si
• Molecular Weight: 320.427
• Mol file: 537695-75-3.mol

Synonyms:(R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-phenylpropan-2-ol

Chemical Property of (R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-phenylpropan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-phenylpropan-2-ol

There total 2 articles about (R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-phenylpropan-2-ol 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: 94.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (-)-(2R)-3,3,3-trifluoro-2-phenylpropane-1,2-diol (159383-84-3) → (R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-phenylpropan-2-ol (537695-75-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0957-4166(03)00023-5

Reference yield:

3,3,3-trifluoro-2-phenylpropene (384-64-5) → (R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-phenylpropan-2-ol (537695-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / AD-mix β / 2-methyl-propan-2-ol; H2O / 2 h / 20 °C

2: 94 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

With dmap; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; In dichloromethane; water; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;

DOI:10.1016/S0957-4166(03)00023-5

Reference yield: 94.0%

(R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-phenylpropan-2-ol (537695-75-3) + methyl iodide (74-88-4) → (R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-methoxy-2-phenylpropane (537695-82-2)

Guidance literature:

With potassium tert-butylate; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1016/S0957-4166(03)00023-5

upstream raw materials:

tert-butyldimethylsilyl chloride

(-)-(2R)-3,3,3-trifluoro-2-phenylpropane-1,2-diol

3,3,3-trifluoro-2-phenylpropene

Downstream raw materials:

(R)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-methoxy-2-phenylpropane

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

(R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanol