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Documenti fondamentali

8.51012

Sigma-Aldrich

HCTU

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

Sinonimo/i:

2-(6-Chloro-1-H-benzotriazole-1-yl)-1,1,3,3-tetramethylaminium hexafluorophosphate, HCTU

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About This Item

Formula empirica (notazione di Hill):
C11H15ClF6N5OP
Numero CAS:
Peso molecolare:
413.69
Numero MDL:
Codice UNSPSC:
12352107
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Livello qualitativo

Nome Commerciale

Novabiochem®

Saggio

≥98% (HPLC)

Stato

powder

Impiego in reazioni chimiche

reaction type: Coupling Reactions

Produttore/marchio commerciale

Novabiochem®

Punto di fusione

>185 °C

applicazioni

peptide synthesis

Temperatura di conservazione

2-8°C

Stringa SMILE

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
ZHHGTMQHUWDEJF-UHFFFAOYSA-N

Descrizione generale

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.

Applicazioni

  • 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).

Linkage

Replaces: 01-62-0038

Risultati analitici

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.

Note legali

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

Pittogrammi

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Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Skin Sens. 1A

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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Articoli

Novabiochem® coupling reagents for in situ activation are fast-reacting and compatible with various amino acids.

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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