N,N-Diethyl carbamates of 1-hydroxy-7-azabenzotriazole (7-HOAt), 1-hydroxy-4-azabenzotriazole (4-HOAt), 1-hydroxybenzotriazole (HOBt), and 1-hydroxypyrrolidine-2,5-dione have been synthesised. The reactivities of these active esters have been determined by studying the kinetics and mechanism of their morpholinolysis in acetonitrile at different temperatures.
KönigW., and GeigerR., in Chemistry and Biology of Peptides, Proc. 3rd American Peptide Symposium; MeienhoferJ., ed.; Ann Arbor Science Publishers: Ann Arbor, MI, 1972, pp. 343.
9.
GandourR., Tetrahedron Lett., 1974, 15, 295.
10.
BarnesR.A., Properties and Reactions of Pyridine and its Hydrogenated Derivatives, in The Chemistry of Heterocyclic Compounds; KlingsbergE., ed.; Interscience: New York, 1960, Vol. 14, Part 1, pp. 12.
11.
KoppelI., KoppelJ., LeitoI., PhilV., GrehnL., and RagnarssonU., J. Chem. Res. (S), 1993, 446.
12.
OhH.K., ParkJ.E., SungD.D., and LeeI., J. Org. Chem., 2004, 69, 9285.
13.
OhH.K., ParkJ.E., SungD.D., and LeeI., J. Org. Chem., 2004, 69, 3150.