icosa-5,7-diynyltosylate

Base Information

• Chemical Name: icosa-5,7-diynyltosylate
• CAS No.: 1416431-65-6
• Molecular Formula: C₂₇H₄₀O₃S
• Molecular Weight: 444.679
• Mol file: 1416431-65-6.mol

Synonyms:

Chemical Property of icosa-5,7-diynyltosylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of icosa-5,7-diynyltosylate

There total 3 articles about icosa-5,7-diynyltosylate 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: 56.0%

C20H34O (174063-93-5) + p-toluenesulfonyl chloride (98-59-9) → icosa-5,7-diynyltosylate (1416431-65-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 2h;

DOI:10.1021/ja3116422

Reference yield:

6-bromo-hex-5-yn-1-ol (69284-62-4) → icosa-5,7-diynyltosylate (1416431-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-butylamine; copper(l) chloride; hydroxylamine; propylamine / water; diethyl ether / 2 h

2: dmap; triethylamine / dichloromethane / 2 h

With propylamine; dmap; hydroxylamine; N-butylamine; triethylamine; copper(l) chloride; In diethyl ether; dichloromethane; water; 1: |Cadiot-Chodkiewicz Coupling;

DOI:10.1021/ja3116422

Reference yield:

5-hexyl-1-ol (928-90-5) → icosa-5,7-diynyltosylate (1416431-65-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide; bromine / water / 2 h / 0 °C / Darkness

2: N-butylamine; copper(l) chloride; hydroxylamine; propylamine / water; diethyl ether / 2 h

3: dmap; triethylamine / dichloromethane / 2 h

With propylamine; dmap; hydroxylamine; bromine; N-butylamine; triethylamine; copper(l) chloride; potassium hydroxide; In diethyl ether; dichloromethane; water; 2: |Cadiot-Chodkiewicz Coupling;

DOI:10.1021/ja3116422

upstream raw materials:

6-bromo-hex-5-yn-1-ol

5-hexyl-1-ol

C₂₀H₃₄O

p-toluenesulfonyl chloride

Downstream raw materials:

C₈₁H₁₁₉NOSi₂

N-icosa-5,7-diynyl-3,5-diiodo-benzamide

C₃₇H₅₅NOSi₂

C₅₉H₇₇I₂NO