ethyl 1-[(hydroxy)bis((trimethylsilyl)ethynyl)methyl]-3-methylenecyclohexane-1-carboxylate

Base Information

• Chemical Name: ethyl 1-[(hydroxy)bis((trimethylsilyl)ethynyl)methyl]-3-methylenecyclohexane-1-carboxylate
• CAS No.: 877776-41-5
• Molecular Formula: C₂₁H₃₄O₃Si₂
• Molecular Weight: 390.67
• Mol file: 877776-41-5.mol

Synonyms:ethyl 1-[(hydroxy)bis((trimethylsilyl)ethynyl)methyl]-3-methylenecyclohexane-1-carboxylate

Chemical Property of ethyl 1-[(hydroxy)bis((trimethylsilyl)ethynyl)methyl]-3-methylenecyclohexane-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1-[(hydroxy)bis((trimethylsilyl)ethynyl)methyl]-3-methylenecyclohexane-1-carboxylate

There total 1 articles about ethyl 1-[(hydroxy)bis((trimethylsilyl)ethynyl)methyl]-3-methylenecyclohexane-1-carboxylate 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: 86.3%

diethyl 3-methylenecyclohexane-1,1-dicarboxylate (177895-64-6) + trimethylsilylacetylene (1066-54-2) → 3-methylene-1-(3-trimethylsilanyl-propynoyl)-cyclohexanecarboxylic acid ethyl ester (877776-51-7) + ethyl 1-[(hydroxy)bis((trimethylsilyl)ethynyl)methyl]-3-methylenecyclohexane-1-carboxylate (877776-41-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃;

DOI:10.1021/jo052237p

Reference yield: 89.3%

ethyl 1-[(hydroxy)bis((trimethylsilyl)ethynyl)methyl]-3-methylenecyclohexane-1-carboxylate (877776-41-5) → 3-methylenecyclohexane-1-carboxylic acid (98043-32-4)

Guidance literature:

With barium dihydroxide; In water; at 50 ℃; for 24h;

DOI:10.1021/jo052237p

Reference yield:

ethyl 1-[(hydroxy)bis((trimethylsilyl)ethynyl)methyl]-3-methylenecyclohexane-1-carboxylate (877776-41-5) → (1RS,5RS)-7,7-diethynyl-5-(iodomethyl)-6-oxabicyclo[3.2.1]octane-1-carboxylic acid

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / I₂; Na₂HCO₃ / CH₂Cl₂ / 3 h / 25 °C

2: 55 percent / barium hydroxide / H₂O / 48 h / 25 °C

With barium dihydroxide; iodine; sodium hydrogencarbonate; In dichloromethane; water;

DOI:10.1021/jo052237p

upstream raw materials:

diethyl 3-methylenecyclohexane-1,1-dicarboxylate

trimethylsilylacetylene

Downstream raw materials:

3-methylenecyclohexane-1-carboxylic acid