Expedient synthesis of N-Z-pyroglutamyl-amino acid derivatives.
N-Z-pyroglutamyl pseudopeptides 3a-c are shown to be conveniently prepared from glutamyl-bis-Bt 1a by cyclization of an N-terminal glutamic acid residue. Structures are supported by 2D NMR studies and by comparison with the same products prepared by direct coupling of the C-terminus activated N-pGlu 1b and free amino acids 2a-c.
Katritzky
Alan R
AR
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA. katritzky@chem.ufl.edu
Angrish
Parul
P
Todadze
Ekaterina
E
Ghiviriga
Ion
I
D000596:Amino Acids / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D011761:Pyrrolidonecarboxylic Acid / Q000737:chemistry*
D000596:Amino Acids; D011761:Pyrrolidonecarboxylic Acid