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ALD00110

Sigma-Aldrich

Diethyl 1,2,3-triazine-4,6-dicarboxylate

≥95%

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About This Item

Empirical Formula (Hill Notation):
C9H11N3O4
Molecular Weight:
225.20
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

≥95%

form

solid

storage temp.

2-8°C

SMILES string

O=C(OCC)C1=NN=NC(C(OCC)=O)=C1

InChI

1S/C9H11N3O4/c1-3-15-8(13)6-5-7(11-12-10-6)9(14)16-4-2/h5H,3-4H2,1-2H3

InChI key

WSXMBZCJYIARRQ-UHFFFAOYSA-N

Application

1,2,3-Triazines have been shown to be reactive substrates in inverse electron demand Diels-Alder strategies. Recent examples by the Boger Research Group have utilized this reactive motif in the construction of highly functionalized N-containing heterocycles.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Articles

The inverse electron demand Diels-Alder reactions of electron-deficient heterocycles are significant cycloaddition reactions for the total synthesis of natural products containing highly substituted and functionalized heteroaromatic ring systems.

Related Content

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.

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