2. Academic Validation
  3. A stereoselective synthesis of BMS-262084, an azetidinone-based tryptase inhibitor

A stereoselective synthesis of BMS-262084, an azetidinone-based tryptase inhibitor

  • J Org Chem. 2002 May 31;67(11):3595-600. doi: 10.1021/jo010757o.
Xinhua Qian 1,  Bin Zheng,  Brian Burke,  Manohar T Saindane,  David R Kronenthal
Affiliations

Affiliation

  • 1 Process Research and Development, Bristol-Myers Squibb Pharmaceutical Research Institute, 1 Squibb Drive, P.O. Box 191, New Brunswick, NJ 08903-0191, USA. [email protected]
PMID: 12027669 DOI: 10.1021/jo010757o
Abstract

A highly stereoselective synthesis of the novel tryptase inhibitor BMS-262084 was developed. Key to this synthesis was the discovery and development of a highly diastereoselective demethoxycarbonylation of diester 12 to form the trans-azetidinone 13. BMS-262084 was prepared in 10 steps from D-ornithine in 30% overall yield.

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