2. Academic Validation
  3. Efficient and scalable enantioselective synthesis of a CGRP antagonist

Efficient and scalable enantioselective synthesis of a CGRP antagonist

  • Org Lett. 2012 Sep 21;14(18):4938-41. doi: 10.1021/ol302262q.
David K Leahy 1,  Yu Fan,  Lopa V Desai,  Collin Chan,  Jason Zhu,  Guanglin Luo,  Ling Chen,  Ronald L Hanson,  Masano Sugiyama,  Thorsten Rosner,  Nicolas Cuniere,  Zhiwei Guo,  Yi Hsiao,  Qi Gao
Affiliations

Affiliation

  • 1 Chemical Development and Drug Product Science and Technology, Bristol-Myers Squibb Company, One Squibb Drive, New Brunswick, New Jersey 08903, USA. david.leahy@bms.com
PMID: 22954228 DOI: 10.1021/ol302262q
Abstract

An enantioselective synthesis of the CGRP antagonist BMS-846372, amenable to large scale preparation, is presented. This new synthesis showcases a chemo- and enantioselective reduction of a cyclohepta[b]pyridine-5,9-dione as well as a Pd-catalyzed alpha-arylation reaction to form the key carbon-carbon bond and set the absolute and relative stereochemistry.

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