(R)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol

Base Information

• Chemical Name: (R)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol
• CAS No.: 1395078-43-9
• Molecular Formula: C₁₄H₂₂ClFO₂Si
• Molecular Weight: 304.864

Synonyms:(R)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol

Chemical Property of (R)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

(R)-2-((tert-butyldimethylsilyl)oxy)-1-(4-chloro-3-fluorophenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol

There total 9 articles about (R)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol 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: 91.1%

2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanone (1312718-89-0) → (R)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol (1395078-43-9)

Guidance literature:

With borane Ν,Ν-diethylaniline complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tert-butyl methyl ether; at 40 ℃; for 0.5h;

Reference yield: 58.0%

(R)-1-(4-chloro-3-fluorophenyl)ethane-1,2-diol (1453854-84-6) + tert-butyldimethylsilyl chloride (18162-48-6) → (R)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol (1395078-43-9)

Guidance literature:

With 1H-imidazole; In DClO₄; at 0 ℃; for 1h;

DOI:10.1021/jm501921k

Reference yield:

1-chloro-2-fluoro-4-vinylbenzene (1263414-46-5) → (R)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol (1395078-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: AD-mix-β / water; tert-butyl alcohol / 0 - 20 °C

2: 1H-imidazole / dichloromethane / 1 h / 0 °C

With 1H-imidazole; AD-mix-β; In dichloromethane; water; tert-butyl alcohol;

upstream raw materials:

ethyl 2-(tert-butyldimethylsilyloxy)acetate

N-methoxy-N-methyl-2-(1,1,2,2-tetramethyl-1-silapropoxy)acetamide

2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanone

4-chloro-3-fluorobenzaldehyde

Downstream raw materials:

(S)-1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl)pyridin-2(1H)-one

(S)-1-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2( 1H)-one

1-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-((3S,4S)-3-fluorotetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl)pyridin-2(1H)-one

1-((S)-1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-4-(2-(((3S,4S)-3-fluorotetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2( 1H)-one

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