Synthesis of two chiral octahydroindole scaffolds for drug discovery
2016
Sydnes, Magne O. | Van Le, Phuc | Olschimke, Jens | Healy, Peter C. | Garavelas, Agatha | Tajabadi, Fatemeh Mazraati | Pedro, Liliana | Quinn, Ronald J. | Jenkins, Ian D.
There are over one thousand natural products that contain the octahydroindole scaffold, which can be considered a biologically validated starting point for the design of compound libraries. Two chiral octahydroindole scaffolds have been synthesized in multigram quantities in two steps from a readily available indoline. They contain either one or two amino groups (one Boc-protected) and a protected carboxylic acid group, and have been designed for ease of conversion to a lead generation library. The structures of both scaffolds have been established unequivocally by single crystal X-ray structure determination.
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