Accéder au contenu
Merck
Toutes les photos(1)

Key Documents

View All Documentation

ALD00500

Sigma-Aldrich

5-Methoxy-1,2,3-triazine

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(1)

About This Item

Formule empirique (notation de Hill):
C4H5N3O
Poids moléculaire :
111.10
Code UNSPSC :
12352100
ID de substance PubChem :
329772693
Nomenclature NACRES :
NA.22

Forme

powder

Niveau de qualité

100

Température de stockage

2-8°C

Chaîne SMILES 

COC1=CN=NN=C1

InChI

1S/C4H5N3O/c1-8-4-2-5-7-6-3-4/h2-3H,1H3

Clé InChI

HVBZCUMRMKODNE-UHFFFAOYSA-N

Description générale

5-Methoxy-1,2,3-triazine is a 1,2,3-triazine derivative bearing electron-donating substituent. It participates in the inverse electron demand Diels-Alder reactions. 5-Methoxy-1,2,3-triazine readily reacts with amidines. It can be prepared from 4-methoxypyrazole.

Application

1, 2, 3-Triazines have shown to be reactive substrates in inverse electron demand Diels-Alder strategies. Recent examples by Boger and coworkers utilize this reactive motif in the construction of highly functionalized N-containing heterocycles.
5-Methoxy-1,2,3-triazine may be used in the synthesis of nitrogen-containing heterocyclic compounds.

Informations légales

Cycloadditions of 1,2,3-Triazines Bearing C5-Electron Donating Substituents: Robust Pyrimidine Synthesis

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number

Désolés, nous n'avons pas de COA pour ce produit disponible en ligne pour le moment.

Si vous avez besoin d'assistance, veuillez contacter Service Clients

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Christopher M Glinkerman et al.
Organic letters, 17(16), 4002-4005 (2015-07-15)
The examination of the cycloaddition reactions of 1,2,3-triazines 17-19, bearing electron-donating substituents at C5, are described. Despite the noncomplementary 1,2,3-triazine C5 substituents, amidines were found to undergo a powerful cycloaddition to provide 2,5-disubstituted pyrimidines in excellent yields (42-99%; EDG =

Articles

Inverse Electron Demand Diels-Alder Reactions

Inverse electron demand Diels-Alder reactions enable total synthesis of natural products with heteroaromatic ring systems.

Inverse Electron Demand Diels-Alder Reactions

Inverse electron demand Diels-Alder reactions enable total synthesis of natural products with heteroaromatic ring systems.

Inverse Electron Demand Diels-Alder Reactions

Inverse electron demand Diels-Alder reactions enable total synthesis of natural products with heteroaromatic ring systems.

Inverse Electron Demand Diels-Alder Reactions

Inverse electron demand Diels-Alder reactions enable total synthesis of natural products with heteroaromatic ring systems.

Contenu apparenté

Boger Group – Professor Product Portal

As the exploration of the properties of complex natural products becomes increasingly more sophisticated with the technological advances being made in their screening and evaluation and as structural details of their interaction with biological targets becomes more accessible, the importance and opportunities for providing unique solutions to complex biological problems has grown. The Boger Lab addresses these challenging problems by understanding the complex solutions and subtle design elements that nature has provided in the form of a natural product and work to extend the solution through rational design elements to provide more selective, more efficacious, or more potent agents designed specifically for the problem or target under investigation. The resulting efforts have reduced many difficult or intractable synthetic challenges to manageable problems providing an approach not only to the natural product but one capable of simple extrapolation to a series of structural analogs with improved selectivity and efficacy.

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique