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Sigma-Aldrich

HCTU

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

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C11H15ClF6N5OP
Número CAS:
Peso molecular:
413.69
Número MDL:
Código UNSPSC:
12352107
NACRES:
NA.22
Preço e disponibilidade não estão disponíveis no momento.

Nível de qualidade

linha de produto

Novabiochem®

Ensaio

≥98% (HPLC)

Formulário

powder

adequação da reação

reaction type: Coupling Reactions

fabricante/nome comercial

Novabiochem®

pf

>185 °C

aplicação(ões)

peptide synthesis

temperatura de armazenamento

2-8°C

cadeia de caracteres 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

chave InChI

ZHHGTMQHUWDEJF-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

  • 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).

Ligação

Replaces: 01-62-0038

Nota de análise

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.

Informações legais

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

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Skin Sens. 1A

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

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Artigos

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

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  1. 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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  2. 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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