8.51013

HATU

for peptide synthesis, Novabiochem^®

• Synonim(y): HATU, 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
• Wzór empiryczny (zapis Hilla): C₁₀H₁₅N₆O · F₆P
• Numer CAS: 148893-10-1
• Masa cząsteczkowa: 380.23
• UNSPSC Code: 12352107
• NACRES: NA.22
• MDL number: MFCD27957364

Właściwości

• Nazwa produktu: HATU, Novabiochem^®
• Quality Segment: 300
• product line: Novabiochem^®
• form: solid
• reaction suitability: reaction type: Coupling Reactions
• manufacturer/tradename: Novabiochem^®
• mp: 186 °C (decomposes)
• application(s): peptide synthesis
• storage temp.: 2-8°C
• SMILES string: [n]1(nnc2c1nccc2)[O+]=C(N(C)C)N(C)C
• InChI: 1S/C10H15N6O/c1-14(2)10(15(3)4)17-16-9-8(12-13-16)6-5-7-11-9/h5-7H,1-4H3/q+1
• InChI key: WXIONIWNXBAHRU-UHFFFAOYSA-N

Opis

General description

A highly efficient coupling reagent for solid and solution phase peptide synthesis. In comparative studies HATU has been found to give better coupling yields with less enantiomerization that HBTU, TBTU or PyBOP^®[1,2,3]. It is particularly effective at coupling to N-alkyl amines where other coupling reagents give poor yields and is the preferred reagent for loading resins bearing secondary amino groups.

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references

^[1] L. A. Carpino (1993) J. Am. Chem. Soc., 115, 4397.
^[2] F. Albericio, et al. (1998) J. Org. Chem., 63, 9678.
^[3] J. A. Carpino, et al., in "Innovation & Perspectives in Solid Phase Synthesis, 3rd International Symposium", R. Epton (Ed.), Mayflower Worldwide Ltd., 1994, pp. 95.

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Identity (NMR, 1H): passes test
Solubility (1 mmole in 2 ml DMF): clearly soluble

Other Notes

Replaces: 01-62-0041

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

PyBOP is a registered trademark of Merck KGaA, Darmstadt, Germany

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Informacja o środkach bezpieczeństwa

• pictograms: GHS08
• signalword: Danger
• Klasa składowania: 4.1A - Other explosive hazardous materials
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• supp_hazards: EUH044
• hcodes: H317,H334
• pcodes: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Hazard Classifications: Resp. Sens. 1 - Skin Sens. 1A