68388-91-0Relevant articles and documents
Investigations with Selective Deblocking Reagents for Adpoc-Protected Amno Acids and Peptides
Voelter, Wolfgang,Kalbacher, Hubert
, p. 131 - 136 (2007/10/02)
Selective reagents for the removal of the Adpoc group have been developed.For this purpose several peptides containing tryptophan and Nε-Boc-lysine have been synthesized.Among several acidolytic reagents, 0.1 N HCl/TFEt/CHCl3 (1:9:1) annd 50percent HCOOH/TFEt/CHCl3 (1:9:1) show high selectivity especially for the Nε-tert-butyloxycarbonyl group of lysine.Cleavage rates are determinned by HPLC and TLC. Key Words: Adpoc-protecting group / Protecting groups / Amino acids / Peptides / Kinetics
2(1H)-Pyridone as Leaving Group in Acylation Reactions - Applications in Peptide Synthesis
Effenberger, Franz,Brodt, Werner
, p. 468 - 482 (2007/10/02)
Alkyl 2-pyridyl carbonates 3 or mixtures of 3 and the isomeric N-(alkoxycarbonyl)-2-pyridones 3' are useful for the introduction of urethane protective groups into amino acids.The N-protected amino acids 7 - 10 react with 2(1H)-pyridone (1a) using the carbodiimide method to yield 2-pyridyl active esters 11, which easily undergo coupling reactions with amino acid esters 12 with elimination of 1a to give peptides 13 in good yields as well as high optical purities.
13C NMR Spectroscopy of New Amino Protective Groups
Fuchs, Wolfram,Kalbacher, Hubert,Voelter, Wolfgang
, p. 157 - 162 (2007/10/02)
The 13C data several new amino protecting groups of the urethane structure are reported.The speeds of acidolytic cleavage are correlated with the 13C parameters.