dimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]phenylsilane

Base Information

• Chemical Name: dimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]phenylsilane
• CAS No.: 1270304-89-6
• Molecular Formula: C₂₀H₂₆Si
• Molecular Weight: 294.512
• Mol file: 1270304-89-6.mol

Synonyms:dimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]phenylsilane

Chemical Property of dimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]phenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]phenylsilane

There total 8 articles about dimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]phenylsilane 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: 73.0%

dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane (1270304-85-2) + vinyllithium (917-57-7) → dimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]phenylsilane (1270304-89-6)

Guidance literature:

dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane; vinyllithium; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

With iodine; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol200177f

Reference yield:

phenyldimethylsilyl chloride (768-33-2) → dimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]phenylsilane (1270304-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sec.-butyllithium; (-)-sparteine / diethyl ether; cyclohexane / 5 h / -78 °C / Inert atmosphere

1.2: 23 °C / Inert atmosphere

2.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; cyclohexane / 5 h / -78 °C / Inert atmosphere

2.2: -78 - 23 °C / Inert atmosphere

2.3: Inert atmosphere

3.1: tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 0.5 h / 0 °C / Inert atmosphere

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; (-)-sparteine; In tetrahydrofuran; diethyl ether; cyclohexane;

DOI:10.1021/ol200177f

Reference yield:

(1S)-1-[dimethyl(phenyl)silyl]-3-phenylpropyl diisopropylcarbamate (1270304-82-9) → dimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]phenylsilane (1270304-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; cyclohexane / 5 h / -78 °C / Inert atmosphere

1.2: -78 - 23 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 °C / Inert atmosphere

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; diethyl ether; cyclohexane;

DOI:10.1021/ol200177f

upstream raw materials:

(1S)-1-[dimethyl(phenyl)silyl]-3-phenylpropyl diisopropylcarbamate

dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane

vinyllithium

phenyldimethylsilyl chloride