(2R,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane

Base Information

Chemical Name:(2R,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane
CAS No.:1332506-76-9
Molecular Formula:C₁₉H₃₀O₂Si
Molecular Weight:318.531
Hs Code.:

Synonyms:(2R,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane

Chemical Property:

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Technology Process of (2R,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane

There total 3 articles about (2R,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)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: 77.0%

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

: 444575-89-7
(S)-(-)-tert-butyl 1-phenylprop-2-en-1-yl carbonate

: 1332506-76-9
(2R,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane

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)-(-)-tert-butyl 1-phenylprop-2-en-1-yl 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:

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

: 124517-47-1
cinnamyl tert-butyl carbonate

: 1332507-04-6
C₁₉H₃₀O₂Si

: 1332506-74-7
(2R,1'R)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane

: 1332506-76-9
(2R,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane

Guidance literature:: (R)-1-(tert-butyldimethylsilyloxy)but-3-en-2-ol; With n-butyllithium; In tetrahydrofuran; pentane; at -40 ℃; for 0.5h; Inert atmosphere;

With copper(l) iodide; In tetrahydrofuran; pentane; at -40 ℃; for 1h; Inert atmosphere;

cinnamyl tert-butyl carbonate; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine; 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

: 1332506-76-9
(2R,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: n-butyllithium / tetrahydrofuran; pentane / 0.5 h / -40 °C / Inert atmosphere

2.2: 1 h / -40 °C / Inert atmosphere

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

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