(R)-3-tert-butyldimethylsilyloxy-11-dodecyn-1-ol PMB ether

Base Information

• Chemical Name: (R)-3-tert-butyldimethylsilyloxy-11-dodecyn-1-ol PMB ether
• CAS No.: 1374014-97-7
• Molecular Formula: C₂₆H₄₄O₃Si
• Molecular Weight: 432.719
• Mol file: 1374014-97-7.mol

Synonyms:(R)-3-tert-butyldimethylsilyloxy-11-dodecyn-1-ol PMB ether

Chemical Property of (R)-3-tert-butyldimethylsilyloxy-11-dodecyn-1-ol PMB ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-tert-butyldimethylsilyloxy-11-dodecyn-1-ol PMB ether

There total 4 articles about (R)-3-tert-butyldimethylsilyloxy-11-dodecyn-1-ol PMB ether 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%

(R)-11-dodecyne-1,3-diol 1-p-methoxybenzyl ether (1246078-11-4) + tert-butyldimethylsilyl chloride (18162-48-6) → (R)-3-tert-butyldimethylsilyloxy-11-dodecyn-1-ol PMB ether (1374014-97-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2012.03.002

Reference yield:

(2S)-2-[2-(p-methoxybenzyloxy)ethyl]oxirane (195257-60-4) → (R)-3-tert-butyldimethylsilyloxy-11-dodecyn-1-ol PMB ether (1374014-97-7)

Guidance literature:

Multi-step reaction with 3 steps

1: magnesium; copper(I) bromide / tetrahydrofuran

2: methanol; potassium carbonate

3: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 20 °C

With 1H-imidazole; methanol; potassium carbonate; magnesium; copper(I) bromide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2012.03.002

Reference yield:

C23H38O3Si (1246078-09-0) → (R)-3-tert-butyldimethylsilyloxy-11-dodecyn-1-ol PMB ether (1374014-97-7)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; potassium carbonate

2: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 20 °C

With 1H-imidazole; methanol; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2012.03.002

upstream raw materials:

C₂₃H₃₈O₃Si

(R)-11-dodecyne-1,3-diol 1-p-methoxybenzyl ether

tert-butyldimethylsilyl chloride

8-trimethylsilyl-7-octynyl bromine

Downstream raw materials:

(R,11E,19E)-11,19-octacosadiene-1,3-diol 1-PMB ether

(R,11E,19E)-11,19-octacosadiene-1,3-diol 3-PMB ether

(R,11E,19E)-3-acetoxy11,19-octacosadiene-1ol 1-PMB ether

(R,11E,19Z)-11,19-octacosadiene-1,3-diol 1-PMB ether