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

Base Information

• Chemical Name: (R)-2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanol
• CAS No.: 1453851-99-4
• Molecular Formula: C₁₄H₂₂ClFO₂Si
• Molecular Weight: 304.864
• Mol file: 1453851-99-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (R)-2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-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:

2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanone (1312718-88-9) → (R)-2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanol (1453851-99-4)

Guidance literature:

With borane N,N-diethylaniline complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tert-butyl methyl ether; toluene; at 40 ℃; for 0.75h;

Reference yield:

ethyl 2-(tert-butyldimethylsilyloxy)acetate (67226-78-2) → (R)-2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanol (1453851-99-4)

Guidance literature:

Multi-step reaction with 3 steps

1: isopropyl magnesium chloride; N,O-dimethylhydroxylamine*hydrochloride / tetrahydrofuran / 4.5 h / 20 °C / Cooling with ice

2: tetrahydrofuran / 2 h / Cooling with ice

3: borane N,N-diethylaniline complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene; tert-butyl methyl ether / 0.75 h / 40 °C

With borane N,N-diethylaniline complex; N,O-dimethylhydroxylamine*hydrochloride; isopropyl magnesium chloride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; tert-butyl methyl ether; toluene; 2: |Grignard Reaction;

Reference yield:

N-methoxy-N-methyl-2-(1,1,2,2-tetramethyl-1-silapropoxy)acetamide (163089-34-7) → (R)-2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanol (1453851-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / Cooling with ice

2: borane N,N-diethylaniline complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene; tert-butyl methyl ether / 0.75 h / 40 °C

With borane N,N-diethylaniline complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; tert-butyl methyl ether; toluene; 1: |Grignard Reaction;

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-(3-chloro-4-fluorophenyl)ethanone

Downstream raw materials:

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

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

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

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

Refernces