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Key Documents

8.51013

Sigma-Aldrich

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

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About This Item

Fórmula empírica (notación de Hill):
C10H15N6O · F6P
Número de CAS:
Peso molecular:
380.23
MDL number:
UNSPSC Code:
12352107
NACRES:
NA.22

product name

HATU, Novabiochem®

Quality Level

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

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

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.

Linkage

Replaces: 01-62-0041

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

Legal Information

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

pictograms

Health hazard

signalword

Danger

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

4.1A - Other explosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Artículos

Novabiochem® offers a large number of coupling reagents for in situ activation. In situ activating reagents are easy to use, fast reacting – even with sterically hindered amino acids, and their use is generally free of side reactions.

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