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Solid-phase synthesis of a tyrphostin ether library.

Guihua Guo·Elena A Arvanitis·Richard S Pottorf·Mark R Player
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Abstract

The solid-phase synthesis of a 4500-member (30 x 15 x 10) tyrphostin library is demonstrated utilizing the Irori-directed sorting system. Fmoc-protected PL-Rink resin was used as the solid support. After Fmoc-deprotection, aryl aldehydes were attached to the resin through reductive amination. Acylation of the resulting secondary amines with cyanoacetic acid was followed by a Knoevenagel condensation with phenolic aldehydes. Mitsunobu coupling of primary alcohols to the resin-bound phenols yielded the final library of compounds 1.

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AcetatesAcylationAldehydesCombinatorial Chemistry TechniquesEnzyme InhibitorsEthersGas Chromatography-Mass SpectrometryMagnetic Resonance SpectroscopyProtein-Tyrosine KinasesTyrphostinsJournal Article

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Guihua Guo, Elena A Arvanitis, Richard S Pottorf, Mark R Player. Solid-phase synthesis of a tyrphostin ether library.. https://doi.org/10.1021/cc030003i

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