((1S,2S,6S)-7-oxabicyclo[4.1.0]heptan-2-yloxy)(tert-butyl)diphenylsilane

Base Information

• Chemical Name: ((1S,2S,6S)-7-oxabicyclo[4.1.0]heptan-2-yloxy)(tert-butyl)diphenylsilane
• CAS No.: 1247869-72-2
• Molecular Formula: C₂₂H₂₈O₂Si
• Molecular Weight: 352.549
• Mol file: 1247869-72-2.mol

Synonyms:((1S,2S,6S)-7-oxabicyclo[4.1.0]heptan-2-yloxy)(tert-butyl)diphenylsilane

Chemical Property of ((1S,2S,6S)-7-oxabicyclo[4.1.0]heptan-2-yloxy)(tert-butyl)diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1S,2S,6S)-7-oxabicyclo[4.1.0]heptan-2-yloxy)(tert-butyl)diphenylsilane

There total 5 articles about ((1S,2S,6S)-7-oxabicyclo[4.1.0]heptan-2-yloxy)(tert-butyl)diphenylsilane 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:

(S)-cyclohex-2-en-1-ol (6426-26-2) → ((1S,2S,6S)-7-oxabicyclo[4.1.0]heptan-2-yloxy)(tert-butyl)diphenylsilane (1247869-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: MCPBA / CH₂Cl₂ / 0 °C

With 1H-imidazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)99249-9

Reference yield:

(+/-)-tert-butyldiphenylsilyl cyclohex-2-enyl ether (76358-59-3) → ((1S,2S,6S)-7-oxabicyclo[4.1.0]heptan-2-yloxy)(tert-butyl)diphenylsilane (1247869-72-2)

Guidance literature:

With sodium hydroxide; m-chloroperoxybenzoic acid; In dichloromethane; water;

Reference yield:

(S)-tert-butyl(cyclohex-2-en-1-yloxy)diphenylsilane (76358-59-3) → ((1R,2S,6R)-7-oxabicyclo[4.1.0]heptan-2-yloxy)(tert-butyl)diphenylsilane (106553-74-6,140461-74-1) + ((1S,2S,6S)-7-oxabicyclo[4.1.0]heptan-2-yloxy)(tert-butyl)diphenylsilane (1247869-72-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 20.3333h; optical yield given as %de;

DOI:10.1021/ol1018147

upstream raw materials:

(S)-tert-butyl(cyclohex-2-en-1-yloxy)diphenylsilane

(S)-cyclohex-2-en-1-ol

tert-butylchlorodiphenylsilane

(+/-)-tert-butyldiphenylsilyl cyclohex-2-enyl ether

Downstream raw materials:

[(1R,2R,3R)-3-Ethoxycarbonylmethyl-2-hydroxy-6-tetradec-(Z)-ylidene-cyclohexylsulfanyl]-acetic acid ethyl ester

ethyl (1α,4β)-4-(tert-butyldiphenylsilyloxy)cyclohex-2-eneacetate

[(1R,2R,3R)-3-Carboxymethyl-2-hydroxy-6-tetradec-(Z)-ylidene-cyclohexylsulfanyl]-acetic acid

ethyl (1α,4β)-4-hydroxycyclohex-2-eneacetate