Polymer-assisted solution-phase (PASP) library synthesis of alpha-ketoamides.
A parallel solution-phase library synthesis of alpha-ketoamides is described. The two-step library synthesis is accomplished using polymer-assisted 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 alpha-hydroxy acid with an amine. The second step uses PASP resins for the periodinane oxidation of the alpha-hydroxy acid to an alpha-ketoamide leaving highly pure products after simple filtration and evaporation.
South
M S
MS
Department of Combinatorial and Parallel Medicinal Chemistry, Searle Discovery Research, Monsanto Company, 800 North Lindbergh Boulevard, St. Louis, Missouri 63167, USA. michael.s.south@monsanto.com
Dice
T A
TA
Parlow
J J
JJ
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D019992:Databases as Topic; D007659:Ketones / Q000138:chemical synthesis; D008958:Models, Molecular; D008968:Molecular Conformation; D011108:Polymers; D012996:Solutions
D000577:Amides; D007659:Ketones; D011108:Polymers; D012996:Solutions