WCR sex pheromone

Base Information

• Chemical Name: WCR sex pheromone
• CAS No.: 81931-28-4
• Molecular Formula: C₁₄H₂₈O₂
• Molecular Weight: 228.375
• Mol file: 81931-28-4.mol

Synonyms:(2RS,8R)-(-)-2-propionoxy-8-methyldecane;2-Decanol,8-methyl-,propanoate;

Chemical Property of WCR sex pheromone

Chemical Property:

• PSA: 57.53000
• LogP: 3.84480

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of WCR sex pheromone

There total 8 articles about WCR sex pheromone 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: 85.0%

propionyl chloride (79-03-8) + (2RS,8R)-(-)-8-methyldecan-2-ol (90359-38-9,90359-40-3,104435-11-2,104435-71-4,104486-91-1,104487-04-9,110072-54-3,110115-91-8,110115-92-9) → (2RS,8R)-(-)-2-propionoxy-8-methyldecane (81931-28-4,86736-98-3,90410-62-1,90410-63-2,95840-36-1,95840-37-2,104487-05-0)

Guidance literature:

In pyridine; at 20 ℃; for 5h;

DOI:10.1007/BF00958349

Reference yield:

(R)-(-)-1-tosyloxy-4-methylhexane (71777-31-6) → (2RS,8R)-(-)-2-propionoxy-8-methyldecane (81931-28-4,86736-98-3,90410-62-1,90410-63-2,95840-36-1,95840-37-2,104487-05-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / Li₂CuCl₄ / diethyl ether; tetrahydrofuran / 1.) -70 deg C, 1 h, 2.) 20 deg C, 4 h

2: 94 percent / 10percent HCl / acetone / 3 h / 20 - 22 °C

3: 93 percent / NaBH₄ / ethanol / 2 h / 18 - 20 °C

4: 85 percent / pyridine / 5 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; dilithium tetrachlorocuprate; In tetrahydrofuran; pyridine; diethyl ether; ethanol; acetone;

DOI:10.1007/BF00958349

Reference yield:

[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-magnesium chloride (62026-31-7) → (2RS,8R)-(-)-2-propionoxy-8-methyldecane (81931-28-4,86736-98-3,90410-62-1,90410-63-2,95840-36-1,95840-37-2,104487-05-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 90.5 percent / CuI / tetrahydrofuran / 1.) -10 deg C, 1 h, 2.) 20-25 deg C, 4 h

2: 94 percent / 10percent HCl / acetone / 3 h / 20 - 22 °C

3: 93 percent / NaBH₄ / ethanol / 2 h / 18 - 20 °C

4: 85 percent / pyridine / 5 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; copper(l) iodide; In tetrahydrofuran; pyridine; ethanol; acetone;

DOI:10.1007/BF00958349

upstream raw materials:

propionyl chloride

(2RS,8R)-(-)-8-methyldecan-2-ol

(R)-(-)-1-tosyloxy-4-methylhexane

[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-magnesium chloride

Refernces