(2R,1'S)-(2-(1'-(4''-bromophenyl)allyloxy)but-3-enyloxy)-(tert-butyl)dimethylsilane

Base Information

Chemical Name:(2R,1'S)-(2-(1'-(4''-bromophenyl)allyloxy)but-3-enyloxy)-(tert-butyl)dimethylsilane
CAS No.:1332506-78-1
Molecular Formula:C₁₉H₂₉BrO₂Si
Molecular Weight:397.428
Hs Code.:

Synonyms:(2R,1'S)-(2-(1'-(4''-bromophenyl)allyloxy)but-3-enyloxy)-(tert-butyl)dimethylsilane

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Chemical Property of (2R,1'S)-(2-(1'-(4''-bromophenyl)allyloxy)but-3-enyloxy)-(tert-butyl)dimethylsilane

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Technology Process of (2R,1'S)-(2-(1'-(4''-bromophenyl)allyloxy)but-3-enyloxy)-(tert-butyl)dimethylsilane

There total 2 articles about (2R,1'S)-(2-(1'-(4''-bromophenyl)allyloxy)but-3-enyloxy)-(tert-butyl)dimethylsilane 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: 85.0%

: 1073277-41-4
(S)-(-)-1-(4'-bromophenyl)prop-2-en-1-yl tert-butyl carbonate

: 119125-28-9,136917-96-9,136984-28-6
(R)-1-(tert-butyldimethylsilyloxy)but-3-en-2-ol

: 1332506-78-1
(2R,1'S)-(2-(1'-(4''-bromophenyl)allyloxy)but-3-enyloxy)-(tert-butyl)dimethylsilane

Guidance literature:: (R)-1-(tert-butyldimethylsilyloxy)but-3-en-2-ol; With n-butyllithium; In tetrahydrofuran; pentane; at 0 ℃; for 0.25h; Inert atmosphere;

With copper(l) iodide; In tetrahydrofuran; pentane; at 20 ℃; for 0.5h; Inert atmosphere;

(S)-(-)-1-(4'-bromophenyl)prop-2-en-1-yl tert-butyl carbonate; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; In tetrahydrofuran; pentane; at 0 - 20 ℃; for 16h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo201110z

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1332506-78-1
(2R,1'S)-(2-(1'-(4''-bromophenyl)allyloxy)but-3-enyloxy)-(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; pentane / 0.25 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 20 °C / Inert atmosphere

2.3: 16 h / 0 - 20 °C / Inert atmosphere

With dmap; n-butyllithium; triethylamine; In tetrahydrofuran; pentane;
DOI:10.1021/jo201110z