Synthesis and biological evaluation of BCP derivatives: A steadfast effort towards introducing a contemporary lead optimization tool.

4^th European Chemistry Congress

May 11-13, 2017 Barcelona, Spain

Vikrant A Adsool

ASTAR, Singapore

Posters & Accepted Abstracts: Chem Sci J

Abstract :

Potential applications of the bicyclo[1.1.1]pentane (BCP) motif, as a contemporary lead optimization tool, has generated substantial interest in medicinal chemistry.1 However, a realistic introduction of this building-block to the mainstream medicinal chemistry warrants a systematic and steadfast approach towards its development. In 2013, originating from an â�?�?out-of-the-boxâ�? notion to resolve issues pertaining to an on-going medicinal chemistry study, we recognized the need to resolve the paucity of synthetic access to BCP derivatives.2 Taking cognizance of the non-trivial chemical demeanor of the strained BCP motif, we devised contemporary strategies to secure key BCP derivatives in a scalable fashion. As an outcome, we have now secured a robust and scalable access to a variety of key intermediates such as the BCP amine (1) its 3-fluoro and 3-phenyl substituted counterparts 2 and 3, and 3-pyrazine BCP carboxylic acid (4).3-6 The newly discovered synthetic know-how was deployed to generate a library of BCP-based fragments for an â�?�?in-houseâ�?�? FBDD initiative. Moreover, empowered by our synthetic studies we have also invested efforts to understand the biological behavior of BCP derivatives. In this presentation, I will narrate the background, the progress, and our future objectives related to our work on the BCP derivatives. vikrant_adsool@ices.a-star.edu.sg