Propargyl-PEG9-alcohol

Base Information

• Chemical Name: Propargyl-PEG9-alcohol
• CAS No.: 1351556-81-4
• Molecular Formula: C₁₉H₃₆O₉
• Molecular Weight: 408.489
• Mol file: 1351556-81-4.mol

Synonyms:2-(2-{2-[2-(2-{2-[2-(2-prop-2-ynyloxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethanol

Chemical Property of Propargyl-PEG9-alcohol

Chemical Property:

• Boiling Point: 483.5±40.0 °C(Predicted)
• PKA: 14.36±0.10(Predicted)
• Density: 1.091±0.06 g/cm3(Predicted)

Purity/Quality:

99.3% ^*data from raw suppliers

Propargyl-PEG9-alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Propargyl-PEG9-alcohol is a crosslinker that can participate in copper catalyzed azide-alkyne Click Chemistry reactions to form stable triazole linkage. The PEG spacer increases the hydrophilicity of the molecule in aqueous media.

Technology Process of Propargyl-PEG9-alcohol

There total 12 articles about Propargyl-PEG9-alcohol 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: 82.0%

1,1,1-triphenyl-2,5,8,11,14,17,20,23,26-nonaoxanonacos-28-yne (1351556-80-3) → 2-(2-{2-[2-(2-{2-[2-(2-prop-2-ynyloxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethanol (1351556-81-4)

Guidance literature:

1,1,1-triphenyl-2,5,8,11,14,17,20,23,26-nonaoxanonacos-28-yne; With toluene-4-sulfonic acid; In methanol; Reflux;

With sodium carbonate; In methanol; at 20 ℃;

DOI:10.1021/jm201142w

Reference yield: 82.0%

Tetraethylene glycol (112-60-7) + 11-azido-3,6,9-trioxa-undecanyl p-toluenesulfonate (168640-82-2) → 2-(2-{2-[2-(2-{2-[2-(2-prop-2-ynyloxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethanol (1351556-81-4)

Guidance literature:

Tetraethylene glycol; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.5h; Inert atmosphere; Cooling with ice;

11-azido-3,6,9-trioxa-undecanyl p-toluenesulfonate; In tetrahydrofuran; mineral oil; at 20 ℃; for 55h; Inert atmosphere;

DOI:10.1002/anie.201704046

Reference yield: 69.0%

octaethylene glycol (5117-19-1) + propargyl bromide (106-96-7) → 2-(2-{2-[2-(2-{2-[2-(2-prop-2-ynyloxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethanol (1351556-81-4)

Guidance literature:

octaethylene glycol; With sodium hydride; In tetrahydrofuran; at 20 ℃;

propargyl bromide; In tetrahydrofuran; at 20 - 60 ℃; for 16h;

DOI:10.1039/c2ob26968f

upstream raw materials:

2-(2-{2-[2-(2-{2-[2-(2-trityloxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethanol

1,1,1-triphenyl-2,5,8,11,14,17,20,23,26-nonaoxanonacos-28-yne

Tetraethylene glycol

2-(2-(2-<2-(triphenylmethoxy)ethoxy>ethoxy)ethoxy)ethyl methanesulfonate

Downstream raw materials:

5-[4-(2-{2-[2-(2-{2-[2-(2-{2-[1-(2-fluoroethyl)-1H-1,2,3-triazol-4-yl-methoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethyl)piperazin-1-yl]-5-(4-phenoxyphenyl)pyrimidine-2,4,6-trione

5-(4-phenoxyphenyl)-5-{4-[2-(2-{2-[2-(2-{2-[2-(2-prop-2-ynyloxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethyl]piperazin-1-yl}pyrimidine-2,4,6-trione

C₂₆H₃₉NO₁₃

C₁₉H₃₆O₈S

Refernces

• 1、 Chen, Yingying,Gao, Qianqian,Liang, Shuobin,Ma, Xinyuan,Tretyakova, Elena V.,Wang, Xinchen,Xiao, Sulong,Zhang, Yongmin,Zhou, Demin. "Facial Synthesis and Bioevaluation of Well‐Defined OEGylated Betulinic Acid‐Cyclodextrin Conjugates for Inhibition of Influenza Infection". . . Retrieved 2022/02/19.
• 2、 -. "METHOD FOR SYNTHESIS OF PROTEIN AMPHIPHILES". Paragraph 0232; 0257-0262. . Retrieved 2020/07/14.