1303541-16-3Relevant articles and documents
Synthesis of a stereochemically diverse library of medium-sized lactams and sultams via SNAr cycloetherification
Gerard, Baudouin,Duvall, Jeremy R.,Lowe, Jason T.,Murillo, Tiffanie,Wei, Jingqiang,Akella, Lakshmi B.,Marcaurelle, Lisa A.
, p. 365 - 374 (2011/08/22)
We have implemented an aldol-based "build/couple/pair" (B/C/P) strategy for the synthesis of stereochemically diverse 8-membered lactam and sultam scaffolds via SNAr cycloetherification. Each scaffold contains two handles, an amine and aryl bromide, for solid-phase diversification via N-capping and Pd-mediated cross coupling. A sparse matrix design strategy that achieves the dual objective of controlling physicochemical properties and selecting diverse library members was implemented. The production of two 8000-membered libraries is discussed including a full analysis of library purity and property distribution. Library diversity was evaluated in comparison to the Molecular Library Small Molecule Repository (MLSMR) through the use of a multifusion similarity (MFS) map and principal component analysis (PCA).