Efficient selective reduction: The parallel synthesis of 1,2,3,4-tetrahydro-ß-carboline derivatives

ORGN 130

Guobin Miao, gmiao@arqule.com, Audra Dalton, adalton@arqule.com, Revell Sandberg-Diment, Ruoxi Lan, rlan@arqule.com, Chi Le, C-S. Lee, cslee@arqule.com, and Libing Yu. Chemistry Department, ArQule, Inc, 19 Presidential Way, Woburn, MA 01801
The 1,2,3,4-tetrahydro-ß-carboline (THBC) core is a key structural motif found in a large class of tryptophan-derived alkaloids, which exhibit a wide range of important bioactivities, particularly concerning the central nervous system. As part of our continued efforts to develop protocols for the parallel synthesis of bioactive small molecules for drug discovery, we have recently developed a highly efficient method for reduction of pyridines to piperidines. This presentation describes application of this method for parallel synthesis of 1,2,3,4-tetrahydro-ß-carboline derivatives in a combination with the Pictet-Spengler reaction.

 

Asymmetric Reactions and Syntheses, Physical Organic Chemistry, Combinatorial Chemistry, Total Synthesis
8:00 PM-10:00 PM, Sunday, 26 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006