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8.51085

Sigma-Aldrich

COMU

1-[(1-(Cyano-2-ethoxy-2-oxoethylideneaminooxy) dimethylaminomorpholino)] uronium hexafluorophosphate Novabiochem®

Synonym(s):

COMU, 1-[(1-(Cyano-2-ethoxy-2-oxoethylideneaminooxy)-dimethylamino-morpholino)] uronium hexafluorophosphate

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About This Item

Empirical Formula (Hill Notation):
C12H19F6N4O4P
CAS Number:
Molecular Weight:
428.27
MDL number:
UNSPSC Code:
12352107

Quality Level

product line

Novabiochem®

Assay

≥99.0% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

mp

>140 °C

application(s)

peptide synthesis

storage temp.

15-25°C

InChI

1S/C12H19N4O4.F6P/c1-4-19-11(17)10(9-13)14-20-12(15(2)3)16-5-7-18-8-6-16;1-7(2,3,4,5)6/h4-8H2,1-3H3;/q+1;-1/b14-10-;

InChI key

GPDHNZNLPKYHCN-DZOOLQPHSA-N

General description

COMU is a novel reagent which mediates coupling reactions with efficiencies comparable to HATU [1,2].It has higher solubility than HATU and HBTU. Furthermore, it is not explosive under normal operating conditions and is less likely to exhibit allergenicity compared to other coupling reagents. Recently, the application of COMU in the preparation of esters has been demonstrated [3].

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references

[1] A. El-Faham, et al. (2009) Chem. Eur. J., 15, 9404.
[2] A. El-Faham & F. Albericio (2010) J. Pept. Sci., 16, 6.
[3] Jean-d′Amour, et al. (2011) Org. Lett., 13, 2988.

Application

  • Re-evaluating the stability of COMU in different solvents: This study highlights the robust stability and effectiveness of COMU, promoting its use in various peptide synthesis scenarios, enhancing both scalability and environmental friendliness (Kumar et al., 2017).

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (10% in acetonitrile): clear

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Articles

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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