methyl 3-cyclohexyl-4-hydroxy-2-methylenebutanoate

Base Information

• Chemical Name: methyl 3-cyclohexyl-4-hydroxy-2-methylenebutanoate
• CAS No.: 204334-93-0
• Molecular Formula: C₁₂H₂₀O₃
• Molecular Weight: 212.289
• Mol file: 204334-93-0.mol

Synonyms:methyl 3-cyclohexyl-4-hydroxy-2-methylenebutanoate

Chemical Property of methyl 3-cyclohexyl-4-hydroxy-2-methylenebutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-cyclohexyl-4-hydroxy-2-methylenebutanoate

There total 1 articles about methyl 3-cyclohexyl-4-hydroxy-2-methylenebutanoate 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: 91.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + methyl (Z)-2-(bromomethyl)-3-cyclohexylacrylate (204334-89-4) → methyl 3-cyclohexyl-4-hydroxy-2-methylenebutanoate (204334-93-0)

Guidance literature:

With indium; In tetrahydrofuran; water; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1016/j.bmcl.2015.07.087

Reference yield: 100.0%

tert-butyldimethylsilyl chloride (18162-48-6) + methyl 3-cyclohexyl-4-hydroxy-2-methylenebutanoate (204334-93-0) → 4-(tert-Butyl-dimethyl-silanyloxy)-3-cyclohexyl-2-methylene-butyric acid methyl ester (204334-97-4)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 17h;

DOI:10.1021/jo9715534

Reference yield:

methyl 3-cyclohexyl-4-hydroxy-2-methylenebutanoate (204334-93-0) → (3-Bromomethyl-2-cyclohexyl-but-3-enyloxy)-tert-butyl-dimethyl-silane (204335-11-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / imidazole / CH₂Cl₂ / 17 h

2: 65 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / 1.) -78 deg C, 3 h, 2.) 0 deg C, 1 h

3: 19 percent / triphenylphosphine, N-bromosuccinimide / CH₂Cl₂ / 1 h / -40 °C

With 1H-imidazole; N-Bromosuccinimide; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jo9715534

upstream raw materials:

formaldehyd

methyl (Z)-2-(bromomethyl)-3-cyclohexylacrylate

Downstream raw materials:

4-(tert-Butyl-dimethyl-silanyloxy)-3-cyclohexyl-2-methylene-butyric acid methyl ester

(3-Bromomethyl-2-cyclohexyl-but-3-enyloxy)-tert-butyl-dimethyl-silane

4-(tert-Butyl-dimethyl-silanyloxy)-3-cyclohexyl-2-methylene-butan-1-ol