Synthesis of arrays using low molecular weight MPEG-assisted Mitsunobu reaction

Figlus, M., Wellaway, N., Cooper, A.W.J., Sollis, S.L. and Hartley, R.C. (2011) Synthesis of arrays using low molecular weight MPEG-assisted Mitsunobu reaction. ACS Combinatorial Science, 13(3), pp. 280-285. (doi: 10.1021/co100091n)

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Publisher's URL: http://dx.doi.org/10.1021/co100091n

Abstract

Triphenylphosphine tagged with a short poly-(ethyleneglycol)-ω-monomethyl ether chain (light MPEG, 10−16 ethylenoxy units, (M)TPP-G2) and an MPEG-tagged version of diethyl azodicarboxylate ((M)DEAD) have been used to prepare a 20 member library of esters, ethers, and sulfonamides, with cLogP's in the range of 1.4−5.7 on a 0.1 mmol scale. Removal of MPEG-tagged side products was achieved by MPEG-assisted solid-phase extraction (MSPE) on prepacked silica columns to give the products in good yield and high purity.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Figlus, Mr Marek and Hartley, Professor Richard
Authors: Figlus, M., Wellaway, N., Cooper, A.W.J., Sollis, S.L., and Hartley, R.C.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:ACS Combinatorial Science
Publisher:ACS Publications
ISSN:2156-8952
ISSN (Online):1520-4774
Published Online:25 March 2011
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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
479311Light MPEG supports for the synthesis of arraysRichard HartleyEngineering & Physical Sciences Research Council (EPSRC)EP/F068174/1Chemistry