8.51013

HATU

for peptide synthesis, Novabiochem^®

• Sinónimos: 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
• Fórmula empírica (notación de Hill): C₁₀H₁₅N₆O · F₆P
• Número de CAS: 148893-10-1
• Peso molecular: 380.23
• Número MDL: MFCD27957364
• Código UNSPSC: 12352107
• NACRES: NA.22

Propiedades

• Nombre del producto: HATU, Novabiochem^®
• Nivel de calidad: 300
• Línea del producto: Novabiochem^®
• Formulario: solid
• idoneidad de la reacción: reaction type: Coupling Reactions
• fabricante / nombre comercial: Novabiochem^®
• mp: 186 °C (decomposes)
• aplicaciones: peptide synthesis
• temp. de almacenamiento: 2-8°C
• cadena SMILES: [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
• Clave InChI: WXIONIWNXBAHRU-UHFFFAOYSA-N

Descripción

Descripción general

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.

Ligadura / enlace

Replaces: 01-62-0041

Nota de análisis

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

Información legal

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

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

Información de seguridad

• Pictogramas: GHS08
• Palabra de señalización: Danger
• Frases de peligro: H317 - H334
• Consejos de prudencia: P261 - P272 - P280 - P284 - P302 + P352 - P304 + P340 + P312
• Clasificaciones de peligro: Resp. Sens. 1 - Skin Sens. 1
• Código de clase de almacenamiento: 4.1A - Other explosive hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable