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

Base Information

• Chemical Name: (R)-11-dodecyne-1,3-diol 1-p-methoxybenzyl ether
• CAS No.: 1246078-11-4
• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.456
• Mol file: 1246078-11-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (R)-11-dodecyne-1,3-diol 1-p-methoxybenzyl 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:

C23H38O3Si (1246078-09-0) → (R)-11-dodecyne-1,3-diol 1-p-methoxybenzyl ether (1246078-11-4)

Guidance literature:

With water; potassium carbonate; In methanol; at 50 ℃; for 1h;

DOI:10.1016/j.tet.2010.06.080

Reference yield:

(2S)-2-[2-(p-methoxybenzyloxy)ethyl]oxirane (195257-60-4) → (R)-11-dodecyne-1,3-diol 1-p-methoxybenzyl ether (1246078-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium; copper(I) bromide / tetrahydrofuran

2: methanol; potassium carbonate

With methanol; potassium carbonate; magnesium; copper(I) bromide; In tetrahydrofuran;

DOI:10.1016/j.tet.2012.03.002

Reference yield:

8-trimethylsilyl-7-octynyl bromine (145074-82-4) → (R)-11-dodecyne-1,3-diol 1-p-methoxybenzyl ether (1246078-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium; copper(I) bromide / tetrahydrofuran

2: methanol; potassium carbonate

With methanol; potassium carbonate; magnesium; copper(I) bromide; In tetrahydrofuran;

DOI:10.1016/j.tet.2012.03.002

upstream raw materials:

C₂₃H₃₈O₃Si

8-trimethylsilyl-7-octynyl bromine

(2S)-2-[2-(p-methoxybenzyloxy)ethyl]oxirane

Downstream raw materials:

(R)-11,19-octacosadiyne-1,3-diol 1-p-methoxybenzyl ether

(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,19Z)-3-acetoxy11,19-octacosadiene-1ol 1-PMB ether

Refernces

• 1、 Mori, Kenji,Shikichi, Yasumasa,Shankar, Shruti,Yew, Joanne Y.. "Pheromone synthesis. Part 244: Synthesis of the racemate and enantiomers of (11Z,19Z)-CH503 (3-acetoxy-11,19-octacosadien-1-ol), a new sex pheromone of male Drosophila melanogaster to show its (S)-isomer and racemate as bioactive". experimental part. p. 7161 - 7168. Retrieved 2010/10/01.