N-[(Dimethylamino)[(2-oxo-1(2H)-pyridinyl)oxy]methylene]-N-methylmethanaminium tetrafluoroborate

[125700-71-2] C10H16BF4N3O2 (MW 297.06) InChI = InChI=1S/C10H16N3O2.BF4/c1-11(2)10(12(3)4)15-13-8-6-5-7-9(13)14;2-1(3,4)5/h5-8H,1-4H3;/q+1;-1 InChIKey = CZQGINAUZYECAI-UHFFFAOYSA-N InChI = 1S/C10H16N3O2/c1-11(2)10(12(3)4)15-13-8-6-5-7-9(13)14/h5-8H,1-4H3/q+1 InChI Key = VPMAWWKDEFLLBU-UHFFFAOYSA-N (peptide coupling reagent providing high yield and low epimerization levels5; promotes lactamization of cyclic peptides6; regioselective amidation9a) Alternate Names: TPTU, O-(2-oxo-1(2H)pyridyl)- N,N,N′,N′-tetramethyluronium tetrafluoroborate. Physical Data: mp 140 °C (dec.). Solubility: soluble in CH2Cl2, DMF, DMSO, NMP, and CH3CN. Form Supplied in: white solid; widely available. Analysis of Reagent Purity: 1H NMR and HPLC. Handling, Storage, and Precautions: reagent should be kept refrigerated (≤8 °C) for long-term storage. Light-sensitive. Incompatibility: strong oxidizing agents. Avoid breathing dust and vapors; avoid contact with eyes and skin.