Issue 11, 2016
From the journal:

Organic Chemistry Frontiers

Multigram chromatography-free synthesis of octa(ethylene glycol) p-toluenesulfonate†

Adam M. Wawro,a   Takahiro Muraoka,bc   Maho Katob  and  Kazushi Kinbara*b  

* Corresponding authors

a Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, 2-1-1 Katahira, Aoba-ku, Sendai 980-8577, Japan

b School of Life Science and Technology, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8501, Japan
E-mail: kkinbara@bio.titech.ac.jp
Web: http://www.kinbara.bio.titech.ac.jp

c PRESTO, Japan Science and Technology Agency, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan

Abstract

Here we report a detailed synthetic procedure for monodisperse octa(ethylene glycol) p-toluenesulfonate, a member of the heterobifunctional oligo(ethylene glycol) derivatives family. The method offers completely chromatography-free workup and purification, resulting in higher yields and a lower cost than any of the alternative strategies. We also introduce several upgrades, simplifying the method even more, and discuss the chromatography-free design limitations.

Graphical abstract: Multigram chromatography-free synthesis of octa(ethylene glycol) p-toluenesulfonate

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Article information

DOI
https://doi.org/10.1039/C6QO00398B
Article type
Method
Submitted
27 Jul 2016
Accepted
03 Sep 2016
First published
06 Sep 2016
This article is Open Access
Creative Commons BY-NC license

Org. Chem. Front., 2016,3, 1524-1534

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Multigram chromatography-free synthesis of octa(ethylene glycol) p-toluenesulfonate

A. M. Wawro, T. Muraoka, M. Kato and K. Kinbara, Org. Chem. Front., 2016, 3, 1524 DOI: 10.1039/C6QO00398B

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