Improved synthesis of cross-bridged tetraazamacrocyclic ligands

ORGN 764

Antoinette Y. Odendaal, ayo@unh.edu1, Gary R. Weisman, gary.weisman@unh.edu1, Edward H. Wong, ehw@unh.edu1, and Carolyn J. Anderson, andersoncj@mir.wustl.edu2. (1) Department of Chemistry, University of New Hampshire, Durham, NH 03824, (2) Division of Radiological Sciences, Washington University School of Medicine, St. Louis, MO 63110
There is a great deal of interest in the use of cross-bridged tetraamine ligands in radiopharmaceutical applications. Our previously-reported route has been modified to utilize cis-tricyclic bisaminal 1 as a synthetic building block, allowing inexpensive synthesis of cross-bridged tetraazamacrocycles 4. The modified approach is also being used for the synthesis of new C-functionalized cross-bridged tetraamines that can serve as bifunctional chelators. Additionally, the reductive ring expansion of tetracyclic bisaminal intermediates 2 to cross-bridged ligands 3 has been significantly improved by the use of microwave radiation.

 

Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Organic Chemistry

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