Parallel solution-phase synthesis of mechanism-based cysteine protease inhibitors

Org Lett. 2001 Nov 15;3(23):3707-9. doi: 10.1021/ol0166496.

Abstract

[reaction--see text] A seven-step parallel solution-phase synthesis has been developed for access to ketone-containing mechanism-based cysteine protease inhibitors. The use of liquid-liquid extractions, volatile or solid-supported reagents, and resin-bound scavengers eliminates the need for intermediate column chromatographic purification during this synthesis sequence.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amides / chemistry
  • Cysteine Proteinase Inhibitors / chemical synthesis*
  • Indicators and Reagents
  • Ketones / chemical synthesis*
  • Magnetic Resonance Spectroscopy
  • Oxidation-Reduction

Substances

  • Amides
  • Cysteine Proteinase Inhibitors
  • Indicators and Reagents
  • Ketones