tert-Butyl-[(1R,6S)-6-(3-methoxy-benzyloxy)-cyclohex-2-enyloxy]-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-[(1R,6S)-6-(3-methoxy-benzyloxy)-cyclohex-2-enyloxy]-dimethyl-silane
• CAS No.: 220802-93-7
• Molecular Formula: C₂₀H₃₂O₃Si
• Molecular Weight: 348.558
• Mol file: 220802-93-7.mol

Synonyms:tert-Butyl-[(1R,6S)-6-(3-methoxy-benzyloxy)-cyclohex-2-enyloxy]-dimethyl-silane

Chemical Property of tert-Butyl-[(1R,6S)-6-(3-methoxy-benzyloxy)-cyclohex-2-enyloxy]-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of tert-Butyl-[(1R,6S)-6-(3-methoxy-benzyloxy)-cyclohex-2-enyloxy]-dimethyl-silane

There total 1 articles about tert-Butyl-[(1R,6S)-6-(3-methoxy-benzyloxy)-cyclohex-2-enyloxy]-dimethyl-silane 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:

t-butyldimethylsiyl triflate (69739-34-0) + (1R,2S,6R)-2-(3-Methoxy-benzyloxy)-7-oxa-bicyclo[4.1.0]heptane → tert-Butyl-[(1R,6S)-6-(3-methoxy-benzyloxy)-cyclohex-2-enyloxy]-dimethyl-silane (220802-93-7)

Guidance literature:

With 2,6-dimethylpyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; Yield given; Multistep reaction; 1.) PhH, r.t., 30 min; 2.) r.t., 10 h;

DOI:10.1016/S0040-4039(98)80004-X

Reference yield: 92.0%

tert-Butyl-[(1R,6S)-6-(3-methoxy-benzyloxy)-cyclohex-2-enyloxy]-dimethyl-silane (220802-93-7) → tert-Butyl-[(1R,2S,3S,6R)-3-(3-methoxy-benzyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yloxy]-dimethyl-silane + tert-Butyl-[(1S,2S,3S,6S)-3-(3-methoxy-benzyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yloxy]-dimethyl-silane

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In benzene; 5 deg C -> r.t.;

DOI:10.1016/S0040-4039(98)80004-X

Reference yield:

tert-Butyl-[(1R,6S)-6-(3-methoxy-benzyloxy)-cyclohex-2-enyloxy]-dimethyl-silane (220802-93-7) → (1S,5S,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-(3-methoxy-benzyloxy)-cyclohex-2-enol

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / m-CPBA / benzene / 5 deg C -> r.t.

2: 1.) 2,6-lutidine; 2.) DBU / 1.) PhH, r.t., 30 min; 2.) r.t., 14 h

3: TBAF

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In benzene;

DOI:10.1016/S0040-4039(98)80004-X

upstream raw materials:

t-butyldimethylsiyl triflate