Library generation utilizing ROMP technology and resin bound supports

WCC 22

Jennifer Guerra, jguerra@ku.edu1, Dinesh K. Rayabarapu, drdinesh@ku.edu2, and Paul R Hanson, phanson@ku.edu1. (1) University of Kansas, Lawrence, KS 66045, (2) Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, 2010 Malott Hall, Lawrence, KS 66045
The use of ROMP technology, namely oligomeric alkyl cylcohexyl carbodiimide (OACC), as well as other commercially available resins was directed towards the production of small molecule libraries. The synthesis of furoic acid derivatives which are menthionine aminopeptidase inhibitors, HIV protease inhibitors, and sultam scaffolds which possess diverse bilogical properities was accomplished using solid and solution phase chemistry. The initial library used a capture-diversify-release approach and afforded good to excellent purities on the resin bound Suzuki reactions. The main focus of the other two libraries centered around using the ring-opening metathesis derived (OACC) as a coupling reagent for acids to alcohols and amines. This versatile reagent is a viable alternative to DCC and offers flexible oligomer design, favorable reaction kinetics, diverse solubility profile and displays a wide applicability with various coupling partners. Details of the development and diversification of the libraries will be addressed.
 

Many Faces of Chemistry: Merck Index Women in Chemistry
1:00 PM-3:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Poster

Women Chemists Committee

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007