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2-Hydroxypyridine is a bifunctional catalyst for a wide variety of acylation reactions, catalyst for generating β-oxopropyl carbonates from cyclic carbonates and alcohols and in the aminolysis of a polyglutamate. It is used in peptide synthesis.
Felix Plasser; Giovanni Granucci; Jiri Pittner; Mario Barbatti, Maurizio Persico; Hans Lischka. Surface hopping dynamics using a locally diabatic formalism: charge transfer in the ethylene dimer cation and excited state dynamics in the 2-pyridone dimer. Journal of Chemical Physics. 2012, 137 (22), 22A514.
Susan Blaser; Philipp Ottiger; Simon Lobsiger; Hans-Martin Frey; Samuel Leutwyler. Intermolecular clamping by hydrogen bonds: 2-pyridone⋅NH3. ChemPhysChem. 1999, 12 (10), 1841-1850.
Bifunctional catalyst for a wide variety of acylation reactions. See, for example: J. Chem. Soc. (C), 89 (1969).
For use of 2-pyridyl esters as active esters in peptide coupling, see: J. Chem. Soc.(C), 2896 (1971); Chem. Ber., 118, 468 (1985). The group can be introduced on to the N-protected peptide using DCC in pyridine, and is displaced by the amino-residue under mild conditions. For peptide reagents, see Appendix 6. Similar methodology has also been used in an improved preparation of trichloroethyl esters: Synthesis, 24 (1979).
Reacts with SOCl2 to form di-2-pyridyl sulfite, a useful reagent for in situ formation of N-sulfinylamines, nitriles, isocyanides and carbodiimides under mild conditions: Tetrahedron Lett., 27, 1925 (1986).
Hazard Statements: H301
Toxic if swallowed.
Precautionary Statements: P264b-P270-P301+P310-P330-P501c
Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Dispose of contents/ container to an approved waste disposal plant