2-[(tret-butyldimethylsilyloxy)methyl]-6-methyl-2-cyclohexenone

Base Information

• Chemical Name: 2-[(tret-butyldimethylsilyloxy)methyl]-6-methyl-2-cyclohexenone
• CAS No.: 906805-26-3
• Molecular Formula: C₁₄H₂₆O₂Si
• Molecular Weight: 254.445
• Mol file: 906805-26-3.mol

Synonyms:2-[(tret-butyldimethylsilyloxy)methyl]-6-methyl-2-cyclohexenone

Chemical Property of 2-[(tret-butyldimethylsilyloxy)methyl]-6-methyl-2-cyclohexenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(tret-butyldimethylsilyloxy)methyl]-6-methyl-2-cyclohexenone

There total 3 articles about 2-[(tret-butyldimethylsilyloxy)methyl]-6-methyl-2-cyclohexenone 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: 64.0%

2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohex-2-enone (89439-07-6) + methyl iodide (74-88-4) → 2-[(tret-butyldimethylsilyloxy)methyl]-6-methyl-2-cyclohexenone (906805-26-3)

Guidance literature:

2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohex-2-enone; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

methyl iodide; In tetrahydrofuran; hexane;

DOI:10.1016/j.tet.2006.05.030

Reference yield:

2-(hydroxymethyl)cyclohex-2-en-1-one (105956-40-9) → 2-[(tret-butyldimethylsilyloxy)methyl]-6-methyl-2-cyclohexenone (906805-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 90 percent / triethylamine / CH₂Cl₂ / 24 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / 0 °C

2.2: 64 percent / tetrahydrofuran; hexane

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tet.2006.05.030

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2-[(tret-butyldimethylsilyloxy)methyl]-6-methyl-2-cyclohexenone (906805-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 90 percent / triethylamine / CH₂Cl₂ / 24 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / 0 °C

2.2: 64 percent / tetrahydrofuran; hexane

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tet.2006.05.030

upstream raw materials:

2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohex-2-enone

methyl iodide

2-(hydroxymethyl)cyclohex-2-en-1-one

tert-butyldimethylsilyl chloride

Downstream raw materials:

(R,R)-2-[(tert-butyldimethylsilyloxy)methyl]-6-[(furan-3-yl)hydroxymethyl]-6-methyl-2-cyclohexenone