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11373

Sigma-Aldrich

HATU

≥98.0% (CHN), for peptide synthesis

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Synonym(s):
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
Empirical Formula (Hill Notation):
C10H15F6N6OP
CAS Number:
148893-10-1
Molecular Weight:
380.23
MDL number:
MFCD27957364
UNSPSC Code:
12352302
PubChem Substance ID:
57646915
NACRES:
NA.22

Quality Level

100

Assay

≥98.0% (CHN)

form

solid

reaction suitability

reaction type: Coupling Reactions

mp

183-185 °C (lit.)
183-188 °C (dec.)

application(s)

peptide synthesis

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

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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.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1A

Supplementary Hazards

EUH044

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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