288620-47-3Relevant academic research and scientific papers
The Synthesis of P-Chiral Amino Acid-Derived Phosphonamidic Anhydrides
Sprott, Kevin T.,Hanson, Paul R.
, p. 4721 - 4728 (2007/10/03)
The synthesis of an array of P-chiral amino acid-derived phosphonamidic anhydrides is described. These anhydrides are prepared by condensation of allylated amino acids 19-22 with methyl- or vinylphosphonic dichlorides 23 or 24 to produce three diastereomeric anhydrides 4-11a-c in good to excellent yields. The mechanistic issues concerning anhydride formation are discussed and supported by experimental results. Vinylphosphonamidic anhydrides 8-11 are further derivatized via the ring-closing metathesis (RCM) reaction to yield amino acid-derived bicyclic phosphonamidic anhydrides.
