2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone

Base Information

• Chemical Name: 2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone
• CAS No.: 1040411-10-6
• Molecular Formula: C₂₀H₃₆O₂Si
• Molecular Weight: 336.59
• Mol file: 1040411-10-6.mol

Synonyms:2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone

Chemical Property of 2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone

There total 1 articles about 2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone 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: 98.0%

2-hydroxymethyl-5-methyl-5-(4-methylpent-3-enyl)-2-cyclohexenone (851074-47-0) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone (1040411-10-6)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2009.03.040

Reference yield: 37.0%

2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone (1040411-10-6) + ethyl iodoacetae (623-48-3) → ethyl 2-{3-[(tert-butyldimethylsilyloxy) methyl]-6-methyl-6-[4-methylpent-3-enyl]-2-oxocyclohex-3-enyl}acetate + ethyl 2-{3-[(tert-butyldimethylsilyloxy) methyl]-6-methyl-6-[4-methylpent-3-enyl]-2-oxocyclohex-3-enyl}acetate

Guidance literature:

2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -50 ℃; for 0.5h; Inert atmosphere;

ethyl iodoacetae; In tetrahydrofuran; hexane; at -50 - 45 ℃; Inert atmosphere;

DOI:10.1021/ol801117e

Reference yield:

2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone (1040411-10-6) + propargyl alcohol (107-19-7) → C23H40O3Si + C23H40O3Si

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 8h; optical yield given as %de;

DOI:10.1016/j.tetlet.2009.03.040

upstream raw materials:

2-hydroxymethyl-5-methyl-5-(4-methylpent-3-enyl)-2-cyclohexenone

tert-butyldimethylsilyl chloride