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Reagent for the formation of active esters for peptide coupling or esterification. In the presence of 1 equiv. of base, these enolize with formation of a deep red anion in which the enolate oxygen is well placed to facilitate aminolysis or alcoholysis: Angew. Chem. Int. Ed., 15, 444 (1976). Aminolysis occurs more rapidly in dichloromethane than in the more polar DMF. Progress of acylation can readily be followed by disappearance of the red color of the active ester, giving scope for the possibility of automatic monitoring of the reaction: J. Chem. Soc., Chem. Commun., 1870 (1987)./n
Reacts with t-butanol and pyridine to give an activated reagent for the formation of Boc derivatives of amino acids which can then further react with the reagent to form active esters for peptide coupling: Angew. Chem. Int. Ed., 18, 307 (1979); Liebigs Ann. Chem., 437 (1988). For peptide reagents, see Appendix 6./n
Gefahrenhinweise (EU): H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.