Propargyl-PEG4-Tos

Base Information

• Chemical Name: Propargyl-PEG4-Tos
• CAS No.: 875770-32-4
• Molecular Formula: C18H26O7S
• Molecular Weight: 386.466
• Mol file: 875770-32-4.mol

Synonyms:tetraethylene glycol monopropargyl ether tosylate;2-(2-(2-(2-(prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate;2-(2-(2-(2-(prop-2-ynyloxy)-ethoxy)-ethoxy)-ethoxy)-ethanol tosylate;2-(2-(2-(2-(prop-2-ynnyloxy)-ethoxy)-ethoxy)-ethoxy)-ethanol tosylate;O-monopropargyl(tetraethylene glycol) tosylate;

Chemical Property of Propargyl-PEG4-Tos

Chemical Property:

• Boiling Point: 498.1±45.0 °C(Predicted)
• PSA: 88.67000
• Density: 1.177±0.06 g/cm3(Predicted)
• LogP: 2.48070

Purity/Quality:

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

Propargyl-PEG5-Tos 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Propargyl-PEG5-Tos is a PEG linker containing a tosyl group and a propargyl group. The hydrophilic PEG spacer increases solubility in aqueous media. The tosyl group is a very good leaving group for nucleophilic substitution reactions. The propargyl group can react with azide-bearing compounds or biomolecules via copper catalyzed azide-alkyne Click Chemistry to yield a stable triazole linkage.

Technology Process of Propargyl-PEG4-Tos

There total 5 articles about Propargyl-PEG4-Tos 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: 96.0%

p-toluenesulfonyl chloride (98-59-9) + 3,6,9,12-tetraoxapentadec-14-yn-1-ol (87450-10-0) → toluene-4-sulfonic acid 2-{2-[2-(2-ethynyloxyethoxy)-ethoxy]-ethoxy}-ethyl ester (875770-32-4)

Guidance literature:

3,6,9,12-tetraoxapentadec-14-yn-1-ol; With sodium hydroxide; In tetrahydrofuran; water; for 0.166667h;

p-toluenesulfonyl chloride; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.1002/ejoc.201700566

Reference yield: 82.0%

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester (77544-60-6) + propargyl bromide (106-96-7) → toluene-4-sulfonic acid 2-{2-[2-(2-ethynyloxyethoxy)-ethoxy]-ethoxy}-ethyl ester (875770-32-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/cbic.201700209

Reference yield: 71.0%

→ toluene-4-sulfonic acid 2-{2-[2-(2-ethynyloxyethoxy)-ethoxy]-ethoxy}-ethyl ester (875770-32-4)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 0.166667h;

In tetrahydrofuran; water; for 12h;

upstream raw materials:

tetraethylene glycol di(p-toluenesulfonate)

propargyl alcohol

p-toluenesulfonyl chloride

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

Downstream raw materials:

[BF₂(C₉N₂H₂(CH₃)4C₆H₄NH(C₂H₄O)4CH₂CCH)]

4-[(3-fluorophenyl)amino]-6-methoxy-7-(3,6,9,12-tetraoxapentadecan-14-ynyloxy)quinazoline

(R)-5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one

(R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate