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445460 Sigma-Aldrich

HATU

97%

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 24868183

  •  NACRES NA.22

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Properties

Related Categories Chemical Biology, Chemical Reagents, Chemical Synthesis, Coupling, Development Quantities for Research,
InChI Key   FKBFHOSFPRWJNV-UHFFFAOYSA-N
assay   97%
mp   183-185 °C (lit.)
storage temp.   2-8°C

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

Peptide coupling reagent.

Preparation of N-arylsulfonamide-linked peptides by solid-phase synthesis.

Packaging

1, 5 g in glass bottle

25, 100 g in poly bottle

Safety & Documentation

Safety Information

Symbol 
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 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

COMU—Safer and More Efficient Peptide Coupling Reagent

Proteins and peptides are ubiquitous in all living systems. The chemical synthesis of peptidic structures for scientific research or drug discovery relies heavily on efficient coupling reagents. This...
Dr. Matthias Junkers
Aldrich Chemfiles, 2010 Volume 10 Article 1
Keywords: Calorimetry, Coupling reactions, Drug discovery, Epimerizations, Microwave synthesis, Peptide synthesis, Racemizations, Reductions, Solid phase peptide synthesis, Solvents

Uronium and Guanidinium Salts

The special need of SPPS for rapid and highly efficient coupling reagents led to the development of several new reagents starting from BOP (Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluo...
Matthias Junkers
Aldrich ChemFiles 2007, 7.2, 9.
Keywords: Condensations, Cyclizations, Peptide synthesis, Racemizations, Solid phase peptide synthesis, Substitutions, Type

Related Content

COMU – Safer and More Efficient Peptide Coupling Reagent

Peptide synthesis relies heavily on efficient and reliable coupling reagents. A low tendency for racemization is a key requirement. This is especially true for solid phase peptide synthesis—quantitat...
Keywords: Building blocks, Calorimetry, Condensations, Coupling reactions, Epimerizations, PEGylations, Peptide synthesis, Racemizations, Solid phase peptide synthesis, Solvents

Indoles, Purines, and Their Isosteres

Substituted indoles and purines have frequently been referred to as “privileged structures” since they are capable of binding to multiple receptors with high affinity, and thus have applications acro...
Keywords: Building blocks, Medicinal chemistry

Peer-Reviewed Papers
15

References

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