(1R,6S)-2-(2-Bromoethyl)-6-(tert-butyldimethylsilyloxy)cyclohex-2-en-1-ol

Base Information

• Chemical Name: (1R,6S)-2-(2-Bromoethyl)-6-(tert-butyldimethylsilyloxy)cyclohex-2-en-1-ol
• CAS No.: 207788-92-9
• Molecular Formula: C₁₄H₂₇BrO₂Si
• Molecular Weight: 335.357
• Mol file: 207788-92-9.mol

Synonyms:(1R,6S)-2-(2-Bromoethyl)-6-(tert-butyldimethylsilyloxy)cyclohex-2-en-1-ol

Chemical Property of (1R,6S)-2-(2-Bromoethyl)-6-(tert-butyldimethylsilyloxy)cyclohex-2-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,6S)-2-(2-Bromoethyl)-6-(tert-butyldimethylsilyloxy)cyclohex-2-en-1-ol

There total 2 articles about (1R,6S)-2-(2-Bromoethyl)-6-(tert-butyldimethylsilyloxy)cyclohex-2-en-1-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: 70.0%

t-butyldimethylsiyl triflate (69739-34-0) + (1S,2R)-3-(2-bromoethyl)cyclohex-5-ene-1,2-diol (164021-78-7) → (1R,6S)-2-(2-Bromoethyl)-6-(tert-butyldimethylsilyloxy)cyclohex-2-en-1-ol (207788-92-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.) -78 deg C, 10 min, 2.) -78 deg C, 5 h; r.t., 20 h;

DOI:10.1135/cccc19990203

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) + (1S,2R)-3-(2-bromoethyl)cyclohex-5-ene-1,2-diol (164021-78-7) → (1R,6S)-2-(2-Bromoethyl)-6-(tert-butyldimethylsilyloxy)cyclohex-2-en-1-ol (207788-92-9) + (5S,6R)-1-(2-Bromo-ethyl)-5,6-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexene

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; Yield given; 1.) -78 deg C, 5 h, 2.) -78 deg C to r.t., 20 h;

DOI:10.1055/s-1998-5931

Reference yield: 84.7%

benzoic acid (65-85-0,8013-63-6) + (1R,6S)-2-(2-Bromoethyl)-6-(tert-butyldimethylsilyloxy)cyclohex-2-en-1-ol (207788-92-9) → (3S,4S)-3-Benzoyloxy-2-(2-bromoethyl)-4-(tert-butyldimethylsilyloxy)cyclohex-1-ene (207788-97-4)

Guidance literature:

With tributylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 16h; Ambient temperature;

DOI:10.1055/s-1998-5931

upstream raw materials:

t-butyldimethylsiyl triflate

(1S,2R)-3-(2-bromoethyl)cyclohex-5-ene-1,2-diol

Downstream raw materials:

[(1S,2S)-3-(2-Bromo-ethyl)-2-(2-bromo-phenoxy)-cyclohex-3-enyloxy]-tert-butyl-dimethyl-silane

(3S,4S)-3-Benzoyloxy-2-(2-bromoethyl)-4-(tert-butyldimethylsilyloxy)cyclohex-1-ene

3-(2-(5S,6S)-6-Benzoyloxy-5-hydroxy-1-cyclohexenyl)ethyl<1,3>oxazolidine-2,4-dione

3-(2-(5S,6S)-5,6-Di(benzoyloxy)cyclohex-1-enyl)ethyl<1,3>oxazolidine-2,4-dione