On the Stabilization of the Syn-Rotamer of Amino Acid Carbamate Derivatives by Hydrogen Bonding

摘要

The syn-rotamers of carbamate derivatives of α-amino acids are shown to be stabilized by the formation of H-bond complexes with carboxylic acid moieties in solution. This effect is, as expected, concentration and temperature dependent. Thermodynamic parameters (both ΔG° and ΔG) for N-Boc-alanine were determined by NMR in the ± 60℃ range.