BIOMAT Database Logo BIOMAT Database Logo

Polymer-assisted solution-phase (PASP) library synthesis of alpha-ketoamides. 2000

M S South, and T A Dice, and J J Parlow
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

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.

UI MeSH Term Description Entries
D007659 Ketones Organic compounds containing a carbonyl group Ketone
D008958 Models, Molecular Models used experimentally or theoretically to study molecular shape, electronic properties, or interactions; includes analogous molecules, computer-generated graphics, and mechanical structures. Molecular Models,Model, Molecular,Molecular Model
D008968 Molecular Conformation The characteristic three-dimensional shape of a molecule. Molecular Configuration,3D Molecular Structure,Configuration, Molecular,Molecular Structure, Three Dimensional,Three Dimensional Molecular Structure,3D Molecular Structures,Configurations, Molecular,Conformation, Molecular,Conformations, Molecular,Molecular Configurations,Molecular Conformations,Molecular Structure, 3D,Molecular Structures, 3D,Structure, 3D Molecular,Structures, 3D Molecular
D011108 Polymers Compounds formed by the joining of smaller, usually repeating, units linked by covalent bonds. These compounds often form large macromolecules (e.g., BIOPOLYMERS; PLASTICS). Polymer
D000577 Amides Organic compounds containing the -CO-NH2 radical. Amides are derived from acids by replacement of -OH by -NH2 or from ammonia by the replacement of H by an acyl group. (From Grant & Hackh's Chemical Dictionary, 5th ed) Amide
D012996 Solutions The homogeneous mixtures formed by the mixing of a solid, liquid, or gaseous substance (solute) with a liquid (the solvent), from which the dissolved substances can be recovered by physical processes. (From Grant & Hackh's Chemical Dictionary, 5th ed) Solution
D019992 Databases as Topic Works on organized collections of records, standardized in format and content, that are stored in any of a variety of computer-readable modes. Data Banks as Topic,Data Bases as Topic,Databanks as Topic

Related Publications

M S South, and T A Dice, and J J Parlow
Polymer-assisted solution-phase chemical library synthesis.
November 2005, Current opinion in drug discovery & development,
M S South, and T A Dice, and J J Parlow
Automated parallel, multi-step polymer-assisted solution phase (PASP) synthesis of substituted benzimidazole derivatives.
March 2004, Combinatorial chemistry & high throughput screening,
M S South, and T A Dice, and J J Parlow
Solution-phase chemical library synthesis using polymer-assisted purification techniques.
June 1999, Current opinion in chemical biology,
M S South, and T A Dice, and J J Parlow
Polymer-assisted solution-phase (PASP) Suzuki couplings employing an anthracene-tagged palladium catalyst.
December 2003, The Journal of organic chemistry,
M S South, and T A Dice, and J J Parlow
Recent advances in polymer-assisted solution-phase chemical library synthesis and purification.
July 1998, Current opinion in drug discovery & development,
M S South, and T A Dice, and J J Parlow
The first polymer-assisted solution-phase synthesis of deoxyglycosides.
November 2001, Organic letters,
M S South, and T A Dice, and J J Parlow
Biotin labelling of amines by polymer-assisted solution-phase synthesis.
July 2001, Bioorganic & medicinal chemistry letters,
M S South, and T A Dice, and J J Parlow
Solution-phase library synthesis of furanoses.
January 2002, Journal of combinatorial chemistry,
M S South, and T A Dice, and J J Parlow
Polymer-assisted solution phase synthesis of the antihyperglycemic agent Rosiglitazone (Avandia).
December 2003, Organic & biomolecular chemistry,
M S South, and T A Dice, and J J Parlow
Solution-phase synthesis of a diverse isocoumarin library.
January 2009, Journal of combinatorial chemistry,
Copied contents to your clipboard!