Boger Tetrazines and Triazines

The inverse electron demand Diels-Alder reactions of electron-deficient heterocycles are significant cycloaddition reactions for the total synthesis of natural products containing diverse heterocyclic ring systems. In collaboration with Professor Dale Boger, Aldrich chemistry is pleased to offer three classes of reactive substrates that participate in inverse electron demand Diels-Alder reactions: 1,2,4,5-tetrazines and 1,2,3-triazines, 1,3,5-triazines. Through the total synthesis of various natural products, Boger and coworkers have showcased the effectiveness of these products to contribute to the growing pool of accessible heterocyclic ring systems. More recently, such inverse electron demand cycloaddition reactions with strained olefins or alkynes have also found widespread use in orthogonal bioconjugation studies.

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Molecular Formula

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ALD00098 3,6-Bis(methoxycarbonyl)-1,2,4,5-tetrazine C6H6N4O4
ALD00108 3,6-Bis(methylthio)-1,2,4,5-tetrazine ≥95% (HPLC) C4H6N4S2
ALD00110 Diethyl 1,2,3-triazine-4,6-dicarboxylate ≥95% C9H11N3O4
ALD00106 5-Methoxycarbonyl-1,2,3-triazine C5H5N3O2
ALD00500 5-Methoxy-1,2,3-triazine C4H5N3O
ALD00502 5-(methylthio)-1,2,3-triazine ≥95% C4H5N3S
ALD00104 Methyl 1,2,3-triazine-4-carboxylate C5H5N3O2
T46051 s-Triazine 97% C3H3N3
576697 Triethyl 1,3,5-triazine-2,4,6-tricarboxylate 97% C12H15N3O6