Synthesis of two chiral octahydroindole scaffolds for drug discovery
Author(s)
Sydnes, Magne O
Phuc, Van Le
Olschimke, Jens
Healy, Peter C
Garavelas, Agatha
Tajabadi, Fatemeh Mazraati
Pedro, Liliana
Quinn, Ronald J
Jenkins, Ian D
Year published
2016
Metadata
Show full item recordAbstract
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.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.
View less >
View less >
Journal Title
Tetrahedron
Volume
72
Issue
9
Subject
Medicinal and biomolecular chemistry
Organic chemistry
Organic chemistry not elsewhere classified