title: Synthesis and stability of 3-nitro-2-pyridinesulfenyl chloride (NpysCl).
abstract: 3-Nitro-2-pyridinesulfenyl chloride (NpysCl) is the starting material for the synthesis of N-, O- and S-Npys-protected amino acids. Two efficient, novel synthetic routes to NpysCl are described. The stability of NpysCl was determined in a variety of solvents, with and without base, to determine the most suitable solvent and base for the synthesis of N-Npys amino acids. The syntheses of Npys-Ala and Boc-Lys(Npys) tert-butylammonium salt are also described.
authors.affiliation: Department of Biochemistry, University of Colorado School of Medicine, Denver.
authors.forename: K C
authors.initials: KC
authors.lastname: Pugh
authors.forename: L
authors.initials: L
authors.lastname: Gera
authors.forename: J M
authors.initials: JM
authors.lastname: Stewart
mesh_terms: D000409:Alanine / Q000031:analogs & derivatives; D004355:Drug Stability; D008239:Lysine / Q000031:analogs & derivatives; D011725:Pyridines / Q000737:chemistry*; D012997:Solvents
chemical_list: D011725:Pyridines; D012997:Solvents; C065586:3-nitro-2-pyridinesulfenyl; D008239:Lysine; D000409:Alanine