123484-66-2Relevant academic research and scientific papers
Quantitative description of epimerization pathways using the carbodiimide method in the synthesis of peptides
Griehl, Carola,Kolbe, Alfred,Merkel, Susanne
, p. 2525 - 2529 (2007/10/03)
The mechanism of epimerization in carbodiimide synthesis has been investigated by varying the side chain of the activated acids. A series of peptides N-benzyloxycarbonyl-Ala-Xaa-OH with 20 different residues Xaa were coupled with valine methyl ester in dichloromethane and dimethylformamide. The kinetic data and the extent of epimerization were determined for the peptide synthesis and the aminolysis of isolated oxazol-5(4H)-ones by means of IR spectroscopy, polarimetry and reversed-phase HPLC. Combining the results we succeeded for the first time in a quantitative description of the overlapping pathways of epimerization and their dependence on amino acid sequence during carbodiimide synthesis.
Thermolysis of Oxazolin-5-ones, X. 3-Imidazolines and Δ3-Tetrahydropyrimidines by Thermolysis of 3-Oxazolin-5-ones Derived from N-Acyl Dipeptides
Schulz, Guenter,Steglich, Wolfgang
, p. 770 - 786 (2007/10/02)
On thermolysis 2-(acylaminomethyl)-3-oxazolin-5-ones (3a-g) undergo elimination of CO2 to give nitrile ylides which cyclize to 3-imidazolines 4a-g via intramolecular proton transfer.The 2-acylaminoethyl derivative 3h yields a Δ3-tetrahydropyrim
