(1R,6S)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-enol

Base Information

• Chemical Name: (1R,6S)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-enol
• CAS No.: 114093-14-0
• Molecular Formula: C₁₄H₂₈O₂Si
• Molecular Weight: 256.461
• Mol file: 114093-14-0.mol

Synonyms:(1R,6S)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-enol

Chemical Property of (1R,6S)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-enol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,6S)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-enol

There total 3 articles about (1R,6S)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-enol 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: 64.0%

cis-2-Hydroxyethylcyclohex-2-enol (64532-87-2,114180-45-9) + tert-butyldimethylsilyl chloride (18162-48-6) → (1R,6S)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-enol (114093-14-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; Ambient temperature; overnight;

DOI:10.1021/ja00183a024

Reference yield:

((1R,2S)-2-Hydroxy-cyclohex-3-enyl)-acetic acid methyl ester → (1S,6R)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-enol (114093-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄

2: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

With dmap; lithium aluminium tetrahydride; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)95440-6

Reference yield:

(1S,6R)-6-(2-Hydroxy-ethyl)-cyclohex-2-enol (114180-45-9) + tert-butyldimethylsilyl chloride (18162-48-6) → (1S,6R)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-enol (114093-14-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(00)95440-6

upstream raw materials:

(1S,6R)-6-(2-Hydroxy-ethyl)-cyclohex-2-enol

tert-butyldimethylsilyl chloride

cis-2-Hydroxyethylcyclohex-2-enol

Downstream raw materials:

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-enyl ester