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New synthetic route to a dipeptidyl peptidase-4 inhibitor

Organic Process Research and Development, ISSN: 1083-6160, Vol: 16, Issue: 3, Page: 409-414
2012
  • 12
    Citations
  • 0
    Usage
  • 19
    Captures
  • 1
    Mentions
  • 0
    Social Media
Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    12
    • Citation Indexes
      12
  • Captures
    19
  • Mentions
    1
    • References
      1
      • 1

Article Description

A new synthetic route to a dipeptidyl peptidase-4 (DPP4) inhibitor was developed and demonstrated on a multigram scale. This approach takes advantage of the cheap and readily available Boc-trans-4-hydroxy-l-proline methyl ester as starting material which was derivatized through an S 2 reaction. Several leaving groups were studied, and the nosylate group showed superiority over other derivatives. Formation of an amide using the most costly starting material, 3,3-difluoropyrrolidine, was performed late in the synthesis to minimize its economical impact on the overall cost of the API. © 2012 American Chemical Society.

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