Synthesis and X-ray crystal structure study of the hydroxyurea and hydantoin derivatives of L-valine.

@article{Opaci2005SynthesisAX,
  title={Synthesis and X-ray crystal structure study of the hydroxyurea and hydantoin derivatives of L-valine.},
  author={Ninoslav Opaci{\'c} and Branka Zorc and Mario Cetina and Draginja Mrvos-Sermek and Silvana Rai{\'c}-Mali{\'c} and Mladen Mintas},
  journal={The journal of peptide research : official journal of the American Peptide Society},
  year={2005},
  volume={66 2},
  pages={85-93}
}
The novel hydroxyurea 5 derivative of L-valine was prepared by aminolysis of N-(1-benzotriazolecarbonyl)-L-valine cyclohexanemethylamide 4 with hydroxylamine. The corresponding hydantoin derivative 6 was synthesized by base catalyzed cyclization of the amide 4. The exact stereostructure of hydantoin derivative 6 has been determined by X-ray crystal structure analysis. The chiral atom of the hydantoin ring in 6 has S configuration what is in agreement with its configuration in the starting L… CONTINUE READING