tert-Butyl-[2-((3R,5S)-4,4-dimethyl-6-methylene-1-oxa-spiro[2.5]oct-5-yl)-ethoxy]-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-[2-((3R,5S)-4,4-dimethyl-6-methylene-1-oxa-spiro[2.5]oct-5-yl)-ethoxy]-diphenyl-silane
• CAS No.: 226943-47-1
• Molecular Formula: C₂₈H₃₈O₂Si
• Molecular Weight: 434.694
• Mol file: 226943-47-1.mol

Synonyms:tert-Butyl-[2-((3R,5S)-4,4-dimethyl-6-methylene-1-oxa-spiro[2.5]oct-5-yl)-ethoxy]-diphenyl-silane

Chemical Property of tert-Butyl-[2-((3R,5S)-4,4-dimethyl-6-methylene-1-oxa-spiro[2.5]oct-5-yl)-ethoxy]-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-[2-((3R,5S)-4,4-dimethyl-6-methylene-1-oxa-spiro[2.5]oct-5-yl)-ethoxy]-diphenyl-silane

There total 2 articles about tert-Butyl-[2-((3R,5S)-4,4-dimethyl-6-methylene-1-oxa-spiro[2.5]oct-5-yl)-ethoxy]-diphenyl-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:

(1'S,3'R)-2-(3'-hydroxy-2',2'-dimethyl-6'-methylene-cyclohexyl)-ethyl trimethylacetate (183728-39-4) → tert-Butyl-[2-((3R,5S)-4,4-dimethyl-6-methylene-1-oxa-spiro[2.5]oct-5-yl)-ethoxy]-diphenyl-silane (226943-47-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / TPAP, 4-methylmorpholine N-oxide, 4A MS / CH₂Cl₂ / 4 h / 20 °C

2: 1.) Me₃SiI, n-BuLi, 2.) DMAP, imidazole / 1.) THF, 0 deg C, 4 h, 2.) CH₂Cl₂, 0 deg C, 15 min

With 1H-imidazole; dmap; n-butyllithium; tetrapropylammonium perruthennate; trimethylsilyl iodide; 4-methylmorpholine N-oxide; In dichloromethane;

DOI:10.1016/S0040-4039(99)00367-6

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) + 2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester (226943-44-8) → tert-Butyl-[2-((3R,5S)-4,4-dimethyl-6-methylene-1-oxa-spiro[2.5]oct-5-yl)-ethoxy]-diphenyl-silane (226943-47-1)

Guidance literature:

With 1H-imidazole; dmap; n-butyllithium; trimethylsilyl iodide; Yield given; Multistep reaction; 1.) THF, 0 deg C, 4 h, 2.) CH₂Cl₂, 0 deg C, 15 min;

DOI:10.1016/S0040-4039(99)00367-6

Reference yield: 70.0%

tert-Butyl-[2-((3R,5S)-4,4-dimethyl-6-methylene-1-oxa-spiro[2.5]oct-5-yl)-ethoxy]-diphenyl-silane (226943-47-1) → tert-butyl-[2-(6,6-dimethyl-2,5-dimethylene-cyclohex-3-enyl)-ethoxy]-diphenyl-silane

Guidance literature:

With magnesium bromide; In toluene; for 2h; Heating;

DOI:10.1016/S0040-4039(99)00367-6

upstream raw materials:

tert-butylchlorodiphenylsilane

2,2-Dimethyl-propionic acid 2-((S)-2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)-ethyl ester

(1'S,3'R)-2-(3'-hydroxy-2',2'-dimethyl-6'-methylene-cyclohexyl)-ethyl trimethylacetate