2,2-dimethylpropanoic acid 4-(benzyldimethylsilyl)-3-butynyl ester

Base Information

• Chemical Name: 2,2-dimethylpropanoic acid 4-(benzyldimethylsilyl)-3-butynyl ester
• CAS No.: 556776-87-5
• Molecular Formula: C₁₈H₂₆O₂Si
• Molecular Weight: 302.489
• Mol file: 556776-87-5.mol

Synonyms:2,2-dimethylpropanoic acid 4-(benzyldimethylsilyl)-3-butynyl ester

Chemical Property of 2,2-dimethylpropanoic acid 4-(benzyldimethylsilyl)-3-butynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2,2-dimethylpropanoic acid 4-(benzyldimethylsilyl)-3-butynyl ester

There total 2 articles about 2,2-dimethylpropanoic acid 4-(benzyldimethylsilyl)-3-butynyl ester 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: 62.0%

pivaloyl chloride (3282-30-2) + 4-(benzyldimethyl-silyl)but-3-yn-1-ol (460752-66-3) → 2,2-dimethylpropanoic acid 4-(benzyldimethylsilyl)-3-butynyl ester (556776-87-5)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1021/ol034463w

Reference yield:

benzyl(chloro)dimethylsilane (1833-31-4) → 2,2-dimethylpropanoic acid 4-(benzyldimethylsilyl)-3-butynyl ester (556776-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C

1.2: 77 percent / tetrahydrofuran; hexane / 5 h / -78 - 20 °C

2.1: 62 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 5 h / 0 - 20 °C

With pyridine; dmap; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ol034463w

Reference yield: 81.0%

4-(hex-5-en-1-yl)-2,2-dimethyl-1,3-dioxolane (133685-22-0) + 2,2-dimethylpropanoic acid 4-(benzyldimethylsilyl)-3-butynyl ester (556776-87-5) → 2,2-dimethyl-propionic acid 3-[(benzyl-dimethyl-silanyl)-methylene]-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-non-5-enyl ester (556776-91-1)

Guidance literature:

With tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; In acetone; at 20 ℃; for 5h;

DOI:10.1021/ol034463w

upstream raw materials:

pivaloyl chloride

4-(benzyldimethyl-silyl)but-3-yn-1-ol

benzyl(chloro)dimethylsilane

Downstream raw materials:

2,2-dimethyl-propionic acid 3-[(benzyl-dimethyl-silanyl)-methylene]-undec-5-enyl ester

2,2-dimethyl-propionic acid 3-[(benzyl-dimethyl-silanyl)-methylene]-9-methoxycarbonyloxynon-5-enyl ester

2,2-dimethyl-propionic acid 3-[(benzyl-dimethyl-silanyl)-methylene]-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-non-5-enyl ester