Solid-phase library synthesis of alkoxyprolines.

A M Boldi; J M Dener; T P Hopkins

doi:10.1021/cc010007s

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PubMed · 11442394

Solid-phase library synthesis of alkoxyprolines.

A M Boldi·J M Dener·T P Hopkins

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Abstract

The library synthesis of alkoxyprolines was achieved using an acid-stable, nucleophile-cleavable solid support. A hydroxythiophenol linker derived from Merrifield resin was esterified with the corresponding ethers of BOC-hydroxyproline. Removal of the BOC protecting group with trifluoroacetic acid followed by acylation gave solid-supported hydroxyproline derivatives. Cleavage from the solid support with excess primary amines or excess secondary amines followed by purification of the crude products from the excess amine by supported liquid-liquid extraction gave the alkoxyproline library in high purity.

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Alkylation Combinatorial Chemistry Techniques Indicators and Reagents Magnetic Resonance Spectroscopy Proline Protease Inhibitors Spectrophotometry, Ultraviolet Journal Article

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A M Boldi, J M Dener, T P Hopkins. Solid-phase library synthesis of alkoxyprolines.. https://doi.org/10.1021/cc010007s

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