(S,Z)-(4-(bromomethyl)-2-methylhex-3-en-1-yloxy)(tert-butyl)(diphenyl)silane

Base Information

Chemical Name:(S,Z)-(4-(bromomethyl)-2-methylhex-3-en-1-yloxy)(tert-butyl)(diphenyl)silane
CAS No.:486444-40-0
Molecular Formula:C₂₄H₃₃BrOSi
Molecular Weight:445.515
Hs Code.:

Synonyms:(S,Z)-(4-(bromomethyl)-2-methylhex-3-en-1-yloxy)(tert-butyl)(diphenyl)silane

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Chemical Property of (S,Z)-(4-(bromomethyl)-2-methylhex-3-en-1-yloxy)(tert-butyl)(diphenyl)silane

Chemical Property:

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Technology Process of (S,Z)-(4-(bromomethyl)-2-methylhex-3-en-1-yloxy)(tert-butyl)(diphenyl)silane

There total 7 articles about (S,Z)-(4-(bromomethyl)-2-methylhex-3-en-1-yloxy)(tert-butyl)(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: 95.0%

: 856675-74-6
(S,Z)-5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-en-1-ol

: 486444-40-0
(S,Z)-(4-(bromomethyl)-2-methylhex-3-en-1-yloxy)(tert-butyl)(diphenyl)silane

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/jo050352u

Reference yield:

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 486444-40-0
(S,Z)-(4-(bromomethyl)-2-methylhex-3-en-1-yloxy)(tert-butyl)(diphenyl)silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

1.2: tetrahydrofuran / 2 h / 0 °C

2.1: 90 percent / DIBAL-H / CH₂Cl₂ / 1 h / -23 °C

3.1: 95 percent / triphenylphosphine; CBr₄ / acetonitrile / 1 h / 20 °C

With carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo050352u

Reference yield:

: 95514-04-8,129029-85-2,120346-83-0
(S)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 486444-40-0
(S,Z)-(4-(bromomethyl)-2-methylhex-3-en-1-yloxy)(tert-butyl)(diphenyl)silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / (COCl)2; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

2.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

2.2: tetrahydrofuran / 2 h / 0 °C

3.1: 90 percent / DIBAL-H / CH₂Cl₂ / 1 h / -23 °C

4.1: 95 percent / triphenylphosphine; CBr₄ / acetonitrile / 1 h / 20 °C

With oxalyl dichloride; carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile; 1.1: Swern oxidation;
DOI:10.1021/jo050352u