CAS 148893-10-1: O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate
Description:O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate, commonly referred to as HATU, is a coupling reagent widely used in peptide synthesis. This compound facilitates the formation of amide bonds between amino acids by activating carboxylic acids, making them more reactive towards nucleophilic attack by amines. HATU is characterized by its high efficiency and mild reaction conditions, which help preserve sensitive functional groups during synthesis. It is typically used in conjunction with a base, such as N,N-diisopropylethylamine (DIPEA), to promote the coupling reaction. The hexafluorophosphate counterion contributes to the solubility of HATU in organic solvents, enhancing its utility in various organic synthesis applications. Additionally, HATU is known for its stability and ease of handling, although it should be stored under dry conditions to prevent hydrolysis. Safety precautions are necessary when handling HATU, as it can be irritating to the skin and eyes. Overall, HATU is a valuable reagent in the field of organic and medicinal chemistry for the efficient synthesis of peptides and other amide-containing compounds.
Formula:C10H15N6O·F6P
InChI:InChI=1S/C10H15N6O.F6P/c1-13(2)10(14(3)4)15-8-6-5-7-11-9(8)16(17)12-15;1-7(2,3,4,5)6/h5-7H,1-4H3;/q+1;-1
InChI key:InChIKey=FKBFHOSFPRWJNV-UHFFFAOYSA-N
SMILES:O=N1=N[N+](C=2C=CC=NC21)=C(N(C)C)N(C)C.[F-][P+5]([F-])([F-])([F-])([F-])[F-]
- Synonyms:
- 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate
- 1H-1,2,3-Triazolo[4,5-b]pyridinium, 1-[bis(dimethylamino)methylene]-, 3-oxide, hexafluorophosphate(1-) (1:1)
- 1H-1,2,3-Triazolo[4,5-b]pyridinium, 1-[bis(dimethylamino)methylene]-, hexafluorophosphate(1-), 3-oxide
- 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate
- 2-(7-Azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate
- Hatu
- N,N,N',N'-Tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophospate
- N-[(dimethylamino)(3-oxido-1H-[1,2,3]triazolo[4,5-b]pyridin-1-yl)methylidene]-N-methylmethanaminium hexafluorophosphate
- N-[(dimethylamino)(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)methylidene]-N-methylmethanaminium hexafluorophosphate
- O-(7-Aza-1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate
- See more synonyms
- O-(7-Azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate
- o-(7-Azabenzotriazol-1-yl)uronium hexafluoro-phosphate
