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11373 Sigma-Aldrich

HATU

≥98.0% (CHN)

Synonym: 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate, N-[(Dimethylamino)-1H-1,2,3-triazolo-[4,5-b]pyridin-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide

  • CAS Number 148893-10-1

  • Empirical Formula (Hill Notation) C10H15F6N6OP

  • Molecular Weight 380.23

  •  MDL number MFCD27957364

  •  PubChem Substance ID 57646915

  •  NACRES NA.22

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Coupling, Peptide Coupling, Peptide Synthesis and Peptide Chemistry,
Quality Level   100
assay   ≥98.0% (CHN)
application(s)   peptide synthesis: suitable
mp   183-185 °C (lit.)
  183-188 °C (dec.)
storage temp.   2-8°C
SMILES string   F[P-](F)(F)(F)(F)F.CN(C)[C+](N(C)C)n1n[n+]([O-])c2ncccc12
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   FKBFHOSFPRWJNV-UHFFFAOYSA-N

Description

Application

Reagent for:
Synthesis of Aurora A kinase inhibitors
HPLC assay to determine D- and L- acid enantiomers in human plasma
Amide bond formation reactions

Catalyst for:
Selective acylation
Selecocyclization-oxidation deselenation sequence

Other Notes

Recent studies show that crystal as well as solution structure of this coupling agent is a guanidinium N-oxide and not an uronium compound; Advantageous coupling reagent for solid-phase peptide synthesis.

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN1325 - class 4.1 - PG 2 - Flammable solids, organic, n.o.s., HI: all
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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