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ALD00106 Sigma-Aldrich

5-Methoxycarbonyl-1,2,3-triazine

Synonym: 1,2,3-Triazine-5-carboxylic acid, methyl ester

  • CAS Number 150017-40-6

  • Empirical Formula (Hill Notation) C5H5N3O2

  • Molecular Weight 139.11

  •  MDL number MFCD13195446

  •  PubChem Substance ID 329772591

  •  NACRES NA.22

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Properties

Related Categories Boger Tetrazines and Triazines, Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Triazines More...
Quality Level   100
form   powder
storage temp.   −20°C
SMILES string   O=C(OC)C1=CN=NN=C1
InChI   1S/C5H5N3O2/c1-10-5(9)4-2-6-8-7-3-4/h2-3H,1H3
InChI key   DZONTPIFZFRSGP-UHFFFAOYSA-N

Description

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.

Packaging

1 g in glass bottle

100 mg in glass bottle

Other Notes

Inverse Electron Demand Diels–Alder Reactions of 1, 2, 3-Triazines: Pronounced Substituent Effects on Reactivity and Cycloaddition Scope

Total Syntheses of (-)-Pyrimidoblamic Acid and P-3A

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Dale Boger - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Dale Boger - Professor Product Portal
Keywords: Annulations, Antibiotics, Antitumor agents, Combinatorial synthesis, Medicinal chemistry

Inverse Electron Demand Diels–Alder Reactions of 1,2,4,5-Tetrazines and 1,2,3-Triazines

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 ...
Keywords: Bacterial conjugations, Chemical biology, Click chemistry, Cycloadditions, Diels-Alder reaction

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