m-PEG8-Tos

Base Information

• Chemical Name: m-PEG8-Tos
• CAS No.: 79622-11-0
• Molecular Formula: C22H38O10S
• Molecular Weight: 494.604
• Mol file: 79622-11-0.mol

Synonyms:

Chemical Property of m-PEG8-Tos

Chemical Property:

• PSA: 116.36000
• LogP: 2.52710

Purity/Quality:

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

m-dPEG??-tosylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: m-PEG8-Tos is a PEG linker containing a tosyl group. The tosyl group is a very good leaving group for nucleophilic substitution reactions. The hydrophilic PEG spacer increases solubility in aqueous media.

Technology Process of m-PEG8-Tos

There total 4 articles about m-PEG8-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: 100.0%

3,6,9,12,15,18,21-heptaoxadocosan-1-ol (4437-01-8) + p-toluenesulfonyl chloride (98-59-9) → 2,5,8,11,14,17,20-heptaoxadocosan-22-yl 4-methylbenzene-1-sulfonate (79622-11-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; for 8h; Cooling with ice;

DOI:10.1002/asia.200900679

Reference yield:

triethylene glucol monomethyl ether (112-35-6,95507-80-5) → 2,5,8,11,14,17,20-heptaoxadocosan-22-yl 4-methylbenzene-1-sulfonate (79622-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere

1.2: 20 °C / pH 3 / Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran; water / 0.17 h

2.2: 0 - 20 °C

With sodium hydride; sodium hydroxide; In tetrahydrofuran; water; mineral oil;

DOI:10.1002/ejoc.201700566

Reference yield:

2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate (62921-74-8,518012-62-9,58320-73-3) → 2,5,8,11,14,17,20-heptaoxadocosan-22-yl 4-methylbenzene-1-sulfonate (79622-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride; N,N-dimethyl-formamide / tetrahydrofuran; water / 20 °C / Inert atmosphere; Schlenk technique

2: trimethylamine hydrochloride; triethylamine / dichloromethane / 20 °C / Inert atmosphere; Schlenk technique

With trimethylamine hydrochloride; sodium hydride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/anie.202013998

upstream raw materials:

3,6,9,12,15,18,21-heptaoxadocosan-1-ol

p-toluenesulfonyl chloride

triethylene glucol monomethyl ether

8-methoxy-1-(methylsulfonyl)oxy-3,6-dioxaoctane

Downstream raw materials:

(5α,6α)-17-allyl-6-(2,5,8,11,14,17,20-heptaoxadocosan-22-yloxy)-4,5-epoxymorphinan-3,14-diol

naloxegol oxalate

Refernces

• 1、 Li, Zhaohua,Yang, Yuntian,Wang, Yanqiu,Chen, Tie,Jin, Long Yi,Lee, Myongsoo. "Construction of Supramolecular Assemblies from Self-Organization of Amphiphilic Molecular Isomers". . p. 2265 - 2270. Retrieved 2016.
• 2、 Alsufyani, Maryam,Stoeckel, Marc-Antoine,Chen, Xingxing,Thorley, Karl,Hallani, Rawad K.,Puttisong, Yuttapoom,Ji, Xudong,Meli, Dilara,Paulsen, Bryan D.,Strzalka, Joseph,Regeta, Khrystyna,Combe, Craig,Chen, Hu,Tian, Junfu,Rivnay, Jonathan,Fabiano, Simone,McCulloch, Iain. "Lactone Backbone Density in Rigid Electron-Deficient Semiconducting Polymers Enabling High n-type Organic Thermoelectric Performance". . . Retrieved 2021/12/23.
• 3、 -. "Surfactants and formulations". Page/Page column 91-92. . Retrieved 2020/08/30.