(3R,4E)-3-methyl-5-(dimethyl(phenyl)silyl)hex-4-en-1-yl 2',2'-dimethylpropionate

Base Information

Chemical Name:(3R,4E)-3-methyl-5-(dimethyl(phenyl)silyl)hex-4-en-1-yl 2',2'-dimethylpropionate
CAS No.:727411-55-4
Molecular Formula:C₂₀H₃₂O₂Si
Molecular Weight:332.558
Hs Code.:

Synonyms:(3R,4E)-3-methyl-5-(dimethyl(phenyl)silyl)hex-4-en-1-yl 2',2'-dimethylpropionate

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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 (3R,4E)-3-methyl-5-(dimethyl(phenyl)silyl)hex-4-en-1-yl 2',2'-dimethylpropionate

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Technology Process of (3R,4E)-3-methyl-5-(dimethyl(phenyl)silyl)hex-4-en-1-yl 2',2'-dimethylpropionate

There total 10 articles about (3R,4E)-3-methyl-5-(dimethyl(phenyl)silyl)hex-4-en-1-yl 2',2'-dimethylpropionate 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: 90.0%

: 727411-54-3
(3R,4E)-5-(dimethyl(phenyl)silyl)-3-methylhex-2-en-1-ol

: 3282-30-2
pivaloyl chloride

: 727411-55-4
(3R,4E)-3-methyl-5-(dimethyl(phenyl)silyl)hex-4-en-1-yl 2',2'-dimethylpropionate

Guidance literature:: With pyridine; In dichloromethane; at 25 ℃; for 12h;
DOI:10.1071/CH03298

Reference yield:

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

: 727411-55-4
(3R,4E)-3-methyl-5-(dimethyl(phenyl)silyl)hex-4-en-1-yl 2',2'-dimethylpropionate

Guidance literature:: Multi-step reaction with 3 steps

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

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

1.3: 99 percent / tetrahydrofuran / 48 h / -40 °C

2.1: 80 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 2 h / 25 °C

3.1: 90 percent / pyridine / CH₂Cl₂ / 12 h / 25 °C

With pyridine; lithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1071/CH03298

Reference yield:

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

: 727411-55-4
(3R,4E)-3-methyl-5-(dimethyl(phenyl)silyl)hex-4-en-1-yl 2',2'-dimethylpropionate

Guidance literature:: Multi-step reaction with 7 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

6.1: 80 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 2 h / 25 °C

7.1: 90 percent / pyridine / CH₂Cl₂ / 12 h / 25 °C

With pyridine; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; lithium; dimethyl sulfoxide; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; 2.1: Swern oxidation;
DOI:10.1071/CH03298