(2E,4R)-2-(dimethyl(phenyl)silyl)-6-(4-methoxybenzyloxy)-4-methylhex-2-ene

Base Information

Chemical Name:(2E,4R)-2-(dimethyl(phenyl)silyl)-6-(4-methoxybenzyloxy)-4-methylhex-2-ene
CAS No.:727411-53-2
Molecular Formula:C₂₃H₃₂O₂Si
Molecular Weight:368.591
Hs Code.:

Synonyms:(2E,4R)-2-(dimethyl(phenyl)silyl)-6-(4-methoxybenzyloxy)-4-methylhex-2-ene

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Chemical Property of (2E,4R)-2-(dimethyl(phenyl)silyl)-6-(4-methoxybenzyloxy)-4-methylhex-2-ene

Chemical Property:

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Technology Process of (2E,4R)-2-(dimethyl(phenyl)silyl)-6-(4-methoxybenzyloxy)-4-methylhex-2-ene

There total 8 articles about (2E,4R)-2-(dimethyl(phenyl)silyl)-6-(4-methoxybenzyloxy)-4-methylhex-2-ene 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: 99.0%

: 727411-52-1
(4R)-6-(4-methoxybenzyloxy)-4-methylhex-2-yne

: 768-33-2
phenyldimethylsilyl chloride

: 727411-53-2
(2E,4R)-2-(dimethyl(phenyl)silyl)-6-(4-methoxybenzyloxy)-4-methylhex-2-ene

Guidance literature:: phenyldimethylsilyl chloride; With lithium; In tetrahydrofuran; at -10 ℃; for 48h;

In tetrahydrofuran; at 25 ℃; for 0.5h;

(4R)-6-(4-methoxybenzyloxy)-4-methylhex-2-yne; In tetrahydrofuran; at -40 ℃; for 48h;
DOI:10.1071/CH03298

Reference yield:

: 727411-50-9
(2R)-1-(tert-butyl(dimethyl)silyloxy)-4-(4-methoxybenzyloxy)-2-methylbutane

: 727411-53-2
(2E,4R)-2-(dimethyl(phenyl)silyl)-6-(4-methoxybenzyloxy)-4-methylhex-2-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / TBAF / tetrahydrofuran / 6 h / 0 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 25 °C

3.1: PPh₃ / CH₂Cl₂ / 0 - 25 °C

3.2: 2.2 g / CH₂Cl₂ / 12 h / 25 °C

4.1: n-BuLi / tetrahydrofuran / 0.5 h / 25 °C

4.2: 89 percent / tetrahydrofuran / 12 h / 25 °C

5.1: Li / tetrahydrofuran / 48 h / -10 °C

5.2: CuCN / tetrahydrofuran / 0.5 h / 25 °C

5.3: 99 percent / tetrahydrofuran / 48 h / -40 °C

With n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; lithium; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2.1: Swern oxidation;
DOI:10.1071/CH03298

Reference yield:

: 147915-55-7
(3R)-4-(tert-butyldimethylsilanyloxy)-3-methylbutan-1-ol

: 727411-53-2
(2E,4R)-2-(dimethyl(phenyl)silyl)-6-(4-methoxybenzyloxy)-4-methylhex-2-ene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / PPTS / CH₂Cl₂ / 24 h / 25 °C

2.1: 99 percent / TBAF / tetrahydrofuran / 6 h / 0 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 25 °C

4.1: PPh₃ / CH₂Cl₂ / 0 - 25 °C

4.2: 2.2 g / CH₂Cl₂ / 12 h / 25 °C

5.1: n-BuLi / tetrahydrofuran / 0.5 h / 25 °C

5.2: 89 percent / tetrahydrofuran / 12 h / 25 °C

6.1: Li / tetrahydrofuran / 48 h / -10 °C

6.2: CuCN / tetrahydrofuran / 0.5 h / 25 °C

6.3: 99 percent / tetrahydrofuran / 48 h / -40 °C

With n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; lithium; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 3.1: Swern oxidation;
DOI:10.1071/CH03298