Polymer-assisted solution-phase (PASP) library synthesis of α-ketoamides

✍ Scribed by Michael S. South; Thomas A. Dice; John J. Parlow

• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 159 KB
• Volume: 71
• Category: Article
• ISSN: 0006-3592
• DOI: 10.1002/(sici)1097-0290(200024)71:1<51::aid-bit8>3.0.co;2-o

✦ Synopsis

A parallel solution-phase library synthesis of ␣-ketoamides is described. The two-step library synthesis is accomplished using polymerassisted solution-phase (PASP) synthesis techniques. This high-yielding, multi-step sequence utilizes sequestering resins for the removal of reactants, reactant by-products, and tagged reagents. The first step of the library synthesis utilizes PASP resins to mediate the amide coupling of an ␣-hydroxy acid with an amine. The second step uses PASP resins for the periodinane oxidation of the ␣-hydroxy acid to an ␣-ketoamide leaving highly pure products after simple filtration and evaporation.