(1S,2R,3R)-2-But-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol

Base Information

• Chemical Name: (1S,2R,3R)-2-But-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol
• CAS No.: 128434-35-5
• Molecular Formula: C₁₆H₃₂O₂Si
• Molecular Weight: 284.514
• Mol file: 128434-35-5.mol

Synonyms:(1S,2R,3R)-2-But-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol

Chemical Property of (1S,2R,3R)-2-But-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3R)-2-But-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol

There total 2 articles about (1S,2R,3R)-2-But-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol 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:

(1R*,2R*,3S*)-2,3-epoxycyclohexanol (1192-78-5,26828-72-8,26828-73-9,72029-31-3,89064-04-0,92841-93-5,120522-60-3,126059-76-5,127379-33-3) → (1S,2R,3R)-2-But-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol (128434-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / 10percent CuI / tetrahydrofuran / 2 h / 1.) -78 deg C, 2.) room temp.

2: 1.) NaH / 1.) THF, room temp., 2.) 12 h

With copper(l) iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)70644-7

Reference yield:

(1R,2R,3S)-2-But-3-enyl-cyclohexane-1,3-diol (128434-32-2) + tert-butyldimethylsilyl chloride (18162-48-6) → (1S,2R,3R)-2-But-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol (128434-35-5)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) THF, room temp., 2.) 12 h;

DOI:10.1016/S0040-4039(00)70644-7

Reference yield: 96.0%

(1S,2R,3R)-2-But-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol (128434-35-5) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (1S,2S,3R)-2-but-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl ester (128434-36-6)

Guidance literature:

With triethylamine; In dichloromethane; for 0.5h; 1.) -78 deg C, 2.) 0 deg C;

DOI:10.1016/S0040-4039(00)70644-7

upstream raw materials:

(1R,2R,3S)-2-But-3-enyl-cyclohexane-1,3-diol

tert-butyldimethylsilyl chloride

(1R*,2R*,3S*)-2,3-epoxycyclohexanol

Downstream raw materials:

Methanesulfonic acid (1S,2S,3R)-2-but-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl ester

C₂₃H₃₁NO₂S

C₂₃H₂₉NO₂S