(R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-vinyl-2-cyclohexenone

Base Information

• Chemical Name: (R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-vinyl-2-cyclohexenone
• CAS No.: 331627-25-9
• Molecular Formula: C₁₆H₂₈O₂Si
• Molecular Weight: 280.483
• Mol file: 331627-25-9.mol

Synonyms:(R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-vinyl-2-cyclohexenone

Chemical Property of (R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-vinyl-2-cyclohexenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-vinyl-2-cyclohexenone

There total 3 articles about (R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-vinyl-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:

tert-butyldimethylsilyl chloride (18162-48-6) → (R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-vinyl-2-cyclohexenone (331627-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / imidazole / dimethylformamide / 10 h / 20 °C

2: 21.6 g / tetrahydrofuran / 6 h / 0 °C

With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo0015772

Reference yield:

(S)-6-hydroxymethyl-3-(methoxymethoxy)-6-methyl-2-cyclohexenone (252979-17-2) → (R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-vinyl-2-cyclohexenone (331627-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / imidazole / dimethylformamide / 10 h / 20 °C

2: 21.6 g / tetrahydrofuran / 6 h / 0 °C

With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo0015772

Reference yield:

vinyl magnesium bromide (1826-67-1) + 6-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxymethoxy-6-methyl-cyclohex-2-enone (331627-32-8) → (R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-vinyl-2-cyclohexenone (331627-25-9)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 6h;

DOI:10.1021/jo0015772

upstream raw materials:

vinyl magnesium bromide

6-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxymethoxy-6-methyl-cyclohex-2-enone

tert-butyldimethylsilyl chloride

(S)-6-hydroxymethyl-3-(methoxymethoxy)-6-methyl-2-cyclohexenone

Downstream raw materials:

(2aS,3R,6R,8aR,8bS)-2a,3,4,6,7,8,8a,8b-octahydro-6-benzyloxymethyl-3,6-dimethyl-2a-[2-(tetrahydro-2-pyranyloxy)ethyl]-[1,8-bc]-naphtho-2-furanone

(1R,4R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-(2-phenylsulfinylethyl)-2-cyclohexenyl propiolate

(1S,4R)-3-(2-Benzenesulfinyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-cyclohex-2-enol

(1S,4R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-(2-phenylthioethyl)-2-cyclohexenol