(4-(benzyloxy)-4-ethynylhex-5-ynyloxy)(tert-butyl)dimethylsilane

Base Information

• Chemical Name: (4-(benzyloxy)-4-ethynylhex-5-ynyloxy)(tert-butyl)dimethylsilane
• CAS No.: 1261299-93-7
• Molecular Formula: C₂₁H₃₀O₂Si
• Molecular Weight: 342.554
• Mol file: 1261299-93-7.mol

Synonyms:(4-(benzyloxy)-4-ethynylhex-5-ynyloxy)(tert-butyl)dimethylsilane

Chemical Property of (4-(benzyloxy)-4-ethynylhex-5-ynyloxy)(tert-butyl)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-(benzyloxy)-4-ethynylhex-5-ynyloxy)(tert-butyl)dimethylsilane

There total 3 articles about (4-(benzyloxy)-4-ethynylhex-5-ynyloxy)(tert-butyl)dimethylsilane 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: 79.0%

6-(tert-butyldimethylsilyloxy)-3-ethynyl-hex-1-yn-3-ol (1261299-91-5) + benzyl bromide (100-39-0) → (4-(benzyloxy)-4-ethynylhex-5-ynyloxy)(tert-butyl)dimethylsilane (1261299-93-7)

Guidance literature:

6-(tert-butyldimethylsilyloxy)-3-ethynyl-hex-1-yn-3-ol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 1h; Inert atmosphere;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol102628x

Reference yield:

4-ethynyl-hex-5-yne-1,4-diol (1261299-77-7) → (4-(benzyloxy)-4-ethynylhex-5-ynyloxy)(tert-butyl)dimethylsilane (1261299-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ol102628x

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (4-(benzyloxy)-4-ethynylhex-5-ynyloxy)(tert-butyl)dimethylsilane (1261299-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ol102628x

upstream raw materials:

4-ethynyl-hex-5-yne-1,4-diol

6-(tert-butyldimethylsilyloxy)-3-ethynyl-hex-1-yn-3-ol

benzyl bromide

tert-butyldimethylsilyl chloride

Downstream raw materials:

4-(benzyloxy)-4-ethynyl-hex-5-yn-1-ol

3-(benzyloxy)-3-ethynyl-2-methylene-tetrahydro-2H-pyran