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Merck

09658

Sigma-Aldrich

Chlor-N,N,N′,N′-tetramethylformamidinium-hexafluorophosphat

≥98.0% (T)

Synonym(e):

TCFH

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About This Item

Empirische Formel (Hill-System):
C5H12ClF6N2P
CAS-Nummer:
Molekulargewicht:
280.58
Beilstein:
7896715
MDL-Nummer:
UNSPSC-Code:
12352101
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

≥98.0% (T)

Eignung der Reaktion

reaction type: Coupling Reactions

mp (Schmelzpunkt)

99-118 °C

Anwendung(en)

peptide synthesis

Lagertemp.

2-8°C

SMILES String

F[P-](F)(F)(F)(F)F.CN(C)\C(Cl)=[N+](\C)C

InChI

1S/C5H12ClN2.F6P/c1-7(2)5(6)8(3)4;1-7(2,3,4,5)6/h1-4H3;/q+1;-1

InChIKey

CUKNPSDEURGZCO-UHFFFAOYSA-N

Anwendung

Chloro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate can be used as a reactant for the synthesis of:
  • Onium salts for use in peptide coupling.
  • Benzotriazole based uranium reagent, a safer replacement for coupling reagents.

It can also be used as a reagent for the synthesis of:
  • Cancer cell cytotoxins.
  • Bioconjugation reagents.

Sonstige Hinweise

Coupling reagent for peptide synthesis and starting material for preparing other coupling reagents

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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European Journal of Organic Chemistry, 19, 3641-3649 (2010)
Judit Tulla-Puche et al.
Bioconjugate chemistry, 19(10), 1968-1971 (2008-09-23)
Prodrugs are increasingly used as delivery vehicles for pharmaceutical agents that present solubility and/or pharmacokinetic/metabolic issues. In the course of the development of prodrugs for the antitumoral agent thiocoraline, standard coupling reagents and procedures failed to provide the desired target
N, N, N′, N′-Tetramethylchloroformamidinium hexafluorophosphate (TCFH), a powerful coupling reagent for bioconjugation
Tulla-Puche J, et al.
Bioconjugate Chemistry, 19(10), 1968-1971 (2008)
J. Phillip Kennedy and Craig W. Lindsley
Tetrahedron Letters, 51, 2493-2496 (2010)

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