929720-01-4Relevant academic research and scientific papers
Synthesis of Nα-Z, Nβ-Fmoc or Boc protected α-hydrazinoacids and study of the coupling reaction in solution of Nα-Z-α-hydrazinoesters
Bouillon, Isabelle,Brosse, Nicolas,Vanderesse, Régis,Jamart-Grégoire, Brigitte
, p. 2223 - 2234 (2007/10/03)
The preparation of chiral orthogonally protected Nα-Z, Nβ-Fmoc- or Boc-α-hydrazinoacids derivatives, directly suitable for SPPS, is described in six steps with good yields starting from the corresponding α-aminoacids. The coupling reaction assays performed in liquid phase between Nα-Z-hydrazinoesters and N-Fmoc-α-aminoacids demonstrated the low reactivity of the hydrazinoester derivatives. However, we found that the acid fluoride method allowed the formation of hydrazinodipeptides almost quantitatively.
