Synthesis of conformationally constrained lysine analogues.
The synthesis of two conformationally constrained lysine analogues is reported. The synthesis of the novel analogue 1 based on the 3-aza-bicyclo[3.1.0]hexane system is accomplished from the known tricycle 3 in eight steps. The synthesis of the analogue 2 is accomplished in eight steps from 4-hydroxy proline. Both analogues are synthesized appropriately protected for Fmoc/Boc solid-phase peptide synthesis.
Ganorkar
Rakesh
R
Department of Chemistry, University of Vermont, Burlington, Vermont 05405, USA.
Natarajan
Amarnath
A
Mamai
Ahmed
A
Madalengoitia
José S
JS
D008239:Lysine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
D008239:Lysine