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8.51085

Sigma-Aldrich

COMU

greener alternative

≥99.0% (HPLC), for peptide synthesis, 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:
1075198-30-9
Molecular Weight:
428.27
MDL number:
MFCD11975052
UNSPSC Code:
12352107
NACRES:
NA.22

Product Name

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

Quality Level

300

product line

Novabiochem®

Assay

≥99.0% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

>140 °C

application(s)

peptide synthesis

greener alternative category

Aligned

storage temp.

15-25°C

SMILES string

F[P-](F)(F)(F)(F)F.N1(CCOCC1)C(=[O+]\N=C(/C(=O)OCC)\C#N)N(C)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.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of the 12 Principles of Green Chemistry. This product is a Safer, non-explosive and more effective replacement for Benzotriazole-Based peptide coupling reagents and thus aligns with "Less Hazardous Chemical Synthesis" and "Inherently Safer Chemistry for Accident Prevention". Click here for more information.

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)

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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