8.51012
HCTU
O-(1H-6-Chlorobenzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem®
Synonym(s):
2-(6-Chloro-1-H-benzotriazole-1-yl)-1,1,3,3-tetramethylaminium hexafluorophosphate, HCTU
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About This Item
Empirical Formula (Hill Notation):
C11H15ClF6N5OP
CAS Number:
Molecular Weight:
413.69
UNSPSC Code:
12352107
NACRES:
NA.22
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality Segment
product line
Novabiochem®
assay
≥98% (HPLC)
form
powder
reaction suitability
reaction type: Coupling Reactions
manufacturer/tradename
Novabiochem®
mp
>185 °C
application(s)
peptide synthesis
storage temp.
2-8°C
SMILES string
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
InChI key
ZHHGTMQHUWDEJF-UHFFFAOYSA-N
General description
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.
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.
Application
- 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).
Analysis Note
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.
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.
Other Notes
Replaces: 01-62-0038
Legal Information
Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1A
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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