8.51012

HCTU

O-(1H-6-Chlorobenzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem^®

• Sinónimos: 2-(6-Chloro-1-H-benzotriazole-1-yl)-1,1,3,3-tetramethylaminium hexafluorophosphate, HCTU
• Fórmula empírica (notación de Hill): C₁₁H₁₅ClF₆N₅OP
• Número de CAS: 330645-87-9
• Peso molecular: 413.69
• Número MDL: MFCD04973268
• Código UNSPSC: 12352107
• NACRES: NA.22

Propiedades

• Nivel de calidad: 300
• Línea del producto: Novabiochem^®
• Ensayo: ≥98% (HPLC)
• Formulario: powder
• idoneidad de la reacción: reaction type: Coupling Reactions
• fabricante / nombre comercial: Novabiochem^®
• mp: >185 °C
• aplicaciones: peptide synthesis
• temp. de almacenamiento: 2-8°C
• cadena SMILES: F[P-](F)(F)(F)(F)F.Clc1cc2[n](nnc2cc1)[O+]=C(N(C)C)N(C)C
• InChI: 1S/C11H15ClN5O.F6P/c1-15(2)11(16(3)4)18-17-10-7-8(12)5-6-9(10)13-14-17;1-7(2,3,4,5)6/h5-7H,1-4H3;/q+1;-1
• Clave InChI: ZHHGTMQHUWDEJF-UHFFFAOYSA-N

Descripción

Descripción general

HCTU ^[1] is a novel aminium-based coupling reagent, analogous to HBTU, which in comparative studies was found to give superiort results to TBTU in the synthesis of difficult peptides ^[2], in hindered couplings ^[3], and cyclizations ^[4].

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references

^[1] O. Marder, et al. (2002) Chimica Oggi, 37.
^[2] G. Sabatino, et al. in ′Peptides 2002, Proceedings of the 27th European Peptide Symposium′, E. Benedetti & C. Pedone (Eds), Naples, Edizioni Ziino, 2002, pp. 272.
^[3] M. Gude & S. Barthélémy in ′Peptides 2002, Proceedings of the 27th European Peptide Symposium′, E. Benedetti & C. Pedone (Eds), Naples, Edizioni Ziino, 2002, pp. 122.
^[4] G. Sabatino, et al. in ′Peptide Revolution: Genomics, Proteomics & Therapeutics, , Proc. 18th American Peptide Symposium′, M. Chrev & T. K. Sawyer (Eds), Cardiff, American Peptide Society, 2003, pp. 49.

Aplicación

• High-throughput parallel synthesis optimization of Glucagon-like Peptide 1 receptor agonists: Describes the use of HCTU as a reactive coupling reagent in peptide synthesis, highlighting its effectiveness in the production of GLP-1 agonists. (Ramos-Colón et al., 2018).
• An efficient synthesis of quinoxaline derivatives using HCTU as catalyst in DMF: Outlines a novel method for synthesizing quinoxaline and its derivatives using HCTU, highlighting its catalytic properties in facilitating efficient chemical reactions. (Sasane et al., 2023).
• An efficient one-pot conversion of carboxylic acids into benzimidazoles via an HBTU-promoted methodology: Describes the use of HCTU in a methodology to convert carboxylic acids into benzimidazoles, noting its role alongside other carbodiimide agents. (Barasa and Yoganathan, 2018).

Ligadura / enlace

Replaces: 01-62-0038

Nota de análisis

Colour (visual): white to off white
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Water (K. F.): ≤ 0.50 %

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Información legal

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

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H317
• Consejos de prudencia: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Clasificaciones de peligro: Skin Sens. 1A
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable