(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohex-1-enyl-ethanol

Base Information

• Chemical Name: (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohex-1-enyl-ethanol
• CAS No.: 129017-78-3
• Molecular Formula: C₁₄H₂₈O₂Si
• Molecular Weight: 256.461
• Mol file: 129017-78-3.mol

Synonyms:(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohex-1-enyl-ethanol

Chemical Property of (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohex-1-enyl-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohex-1-enyl-ethanol

There total 4 articles about (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohex-1-enyl-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: 84.0%

(R)-1-(cyclohexen-1-yl)-1,2-ethanediol (129017-77-2) + tert-butyldimethylsilyl chloride (18162-48-6) → (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohex-1-enyl-ethanol (129017-78-3)

Guidance literature:

With triethylamine; dmap; In dichloromethane; for 18h; Ambient temperature;

DOI:10.1016/S0040-4039(00)94325-9

Reference yield:

2-cyclohexylidene ethanol (932-89-8) → (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohex-1-enyl-ethanol (129017-78-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / Ti(OiPr)4, L-(+)-DET, (CH₃)3COOH, 4 Angstroem sieves / CH₂Cl₂ / 2 h / -25 °C

2: 40 percent / 10percent tartaric acid / CH₂Cl₂; H₂O / 0.5 h / Ambient temperature

3: 84 percent / Et₃N / 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; tartaric acid; triethylamine; dmap; In dichloromethane; water;

DOI:10.1016/S0040-4039(00)94325-9

Reference yield:

(S)-1-(1-Oxa-spiro[2.5]oct-2-yl)-methanol (129100-11-4) → (R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohex-1-enyl-ethanol (129017-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / 10percent tartaric acid / CH₂Cl₂; H₂O / 0.5 h / Ambient temperature

2: 84 percent / Et₃N / 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / Ambient temperature

With tartaric acid; triethylamine; dmap; In dichloromethane; water;

DOI:10.1016/S0040-4039(00)94325-9

upstream raw materials:

(R)-1-(cyclohexen-1-yl)-1,2-ethanediol

tert-butyldimethylsilyl chloride

2-cyclohexylidene ethanol

(S)-1-(1-Oxa-spiro[2.5]oct-2-yl)-methanol

Downstream raw materials:

{(S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(E)-ylidene]-cyclohexyl}-acetic acid ethyl ester