3,3-Dimethyl-2-(4-trimethylsilanyl-but-3-ynyl)-cyclohexane-1,1-dicarboxylic acid diethyl ester

Base Information

• Chemical Name: 3,3-Dimethyl-2-(4-trimethylsilanyl-but-3-ynyl)-cyclohexane-1,1-dicarboxylic acid diethyl ester
• CAS No.: 177707-56-1
• Molecular Formula: C₂₁H₃₆O₄Si
• Molecular Weight: 380.6
• Mol file: 177707-56-1.mol

Synonyms:3,3-Dimethyl-2-(4-trimethylsilanyl-but-3-ynyl)-cyclohexane-1,1-dicarboxylic acid diethyl ester

Chemical Property of 3,3-Dimethyl-2-(4-trimethylsilanyl-but-3-ynyl)-cyclohexane-1,1-dicarboxylic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3-Dimethyl-2-(4-trimethylsilanyl-but-3-ynyl)-cyclohexane-1,1-dicarboxylic acid diethyl ester

There total 3 articles about 3,3-Dimethyl-2-(4-trimethylsilanyl-but-3-ynyl)-cyclohexane-1,1-dicarboxylic acid diethyl 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: 87.0%

2-[1-(4-Chloro-1,1-dimethyl-butyl)-5-trimethylsilanyl-pent-4-ynyl]-malonic acid diethyl ester (177707-55-0) → 3,3-Dimethyl-2-(4-trimethylsilanyl-but-3-ynyl)-cyclohexane-1,1-dicarboxylic acid diethyl ester (177707-56-1)

Guidance literature:

With 3 Angstroem MS; caesium carbonate; sodium iodide; In acetone; Heating;

DOI:10.1021/ja9543098

Reference yield:

5-chloro-2,2-dimethylpentanal (52387-40-3) → 3,3-Dimethyl-2-(4-trimethylsilanyl-but-3-ynyl)-cyclohexane-1,1-dicarboxylic acid diethyl ester (177707-56-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / TiCl₄, C₅H₅N / CCl₄; tetrahydrofuran / 0 °C

2: 96 percent / n-BuLi, CuCN / diethyl ether / -78 - 0 °C

3: 87 percent / 10percent NaI, Cs₂CO₃, 3 Angstroem MS / acetone / Heating

With pyridine; n-butyllithium; 3 Angstroem MS; titanium tetrachloride; caesium carbonate; sodium iodide; In tetrahydrofuran; tetrachloromethane; diethyl ether; acetone;

DOI:10.1021/ja9543098

Reference yield:

2-(5-Chloro-2,2-dimethyl-pentylidene)-malonic acid diethyl ester (177707-58-3) → 3,3-Dimethyl-2-(4-trimethylsilanyl-but-3-ynyl)-cyclohexane-1,1-dicarboxylic acid diethyl ester (177707-56-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / n-BuLi, CuCN / diethyl ether / -78 - 0 °C

2: 87 percent / 10percent NaI, Cs₂CO₃, 3 Angstroem MS / acetone / Heating

With n-butyllithium; 3 Angstroem MS; caesium carbonate; sodium iodide; In diethyl ether; acetone;

DOI:10.1021/ja9543098

upstream raw materials:

2-[1-(4-Chloro-1,1-dimethyl-butyl)-5-trimethylsilanyl-pent-4-ynyl]-malonic acid diethyl ester

5-chloro-2,2-dimethylpentanal

2-(5-Chloro-2,2-dimethyl-pentylidene)-malonic acid diethyl ester

Downstream raw materials:

[1-Hydroxymethyl-3,3-dimethyl-2-(4-trimethylsilanyl-but-3-ynyl)-cyclohexyl]-methanol