A short, scaleable synthesis of both enantiomers of 2-benzoylsulfanyl-5-phthalimidopentanoic acid from ornithine

Autor: Holt, Karen E., Hutton, Gordon E., Morfitt, C.Neil, Ruecroft, Graham, Taylor, Stephen J.C., Tiffin, Peter D., Tremayne, Neil, Woods, Martin
Zdroj: Tetrahedron Letters; January 1997, Vol. 38 Issue: 47 p8253-8256, 4p
Abstrakt: An efficient “one-pot” synthesis of (R)- and (S)-2-bromo-5-phthalimidopentanoic acid from ornithine is described. Subsequent reaction with potassium thiobenzoate affords a concise, scaleable route to (R)- and (S)-enantiomers of 2-benzoylsulfanyl-5-phthalimidopentanoic acid, an intermediate in the synthesis of MMP inhibitors.
Databáze: Supplemental Index