Propargyl-PEG4-thiol

Base Information

• Chemical Name: Propargyl-PEG4-thiol
• CAS No.: 1347750-80-4
• Molecular Formula: C₁₁H₂₀O₄S
• Molecular Weight: 248.343
• Mol file: 1347750-80-4.mol

Synonyms:

Chemical Property of Propargyl-PEG4-thiol

Chemical Property:

• Solubility.: Soluble in DMSO, DCM, DMF

Purity/Quality:

98%,99%, ^*data from raw suppliers

HC≡C-CH2-PEG4-SH min.95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Propargyl-PEG4-thiol is a crosslinker containing a propargyl group and thiol group. The propargyl group can form triazole linkage with azide-bearing compounds or biomolecules via copper catalyzed Click Chemistry reactions. The thiol group reacts with maleimide, OPSS, vinylsulfone and transition metal surfaces including gold, silver, etc.

Technology Process of Propargyl-PEG4-thiol

There total 4 articles about Propargyl-PEG4-thiol 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: 92.0%

C13H22O5S (1422540-88-2) → C11H20O4S (1347750-80-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -10 - 20 ℃; for 3h;

DOI:10.1039/c2ob26968f

Reference yield:

methanesulfonic acid 2-{2-[2-(2-prop-2-ynyloxyethoxy)ethoxy]ethoxy}ethyl ester (1233816-83-5) → C11H20O4S (1347750-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 15 h / 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / -10 - 20 °C

With lithium aluminium tetrahydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/c2ob26968f

Reference yield:

Tetraethylene glycol (112-60-7) → C11H20O4S (1347750-80-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 20 °C

1.2: 16 h / 20 - 60 °C

2.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

3.1: N,N-dimethyl-formamide / 15 h / 20 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / -10 - 20 °C

With lithium aluminium tetrahydride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c2ob26968f

upstream raw materials:

methanesulfonic acid 2-{2-[2-(2-prop-2-ynyloxyethoxy)ethoxy]ethoxy}ethyl ester

Tetraethylene glycol

C₁₃H₂₂O₅S

3,6,9,12-tetraoxapentadec-14-yn-1-ol

Refernces