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ChemicalBook CAS DataBase List DBCO-amine
1255942-06-3

DBCO-amine synthesis

4synthesis methods
DBCO-amine is a cleavable ADC linker for the synthesis of antibody-drug conjugates (ADCs). DBCO-amine contains a DBCO group and an amine group. DBCO readily undergoes copper free click chemistry with azide bearing biomolecules and form a stable triazole hinge. 
-

Yield:-

Steps:

Multi-step reaction with 7 steps
1: hydroxylamine hydrochloride / pyridine / 20 h / Reflux
2: polyphosphoric acid / 1 h / 125 °C
3: lithium aluminium tetrahydride / diethyl ether / 15 h / Reflux
4: pyridine / dichloromethane / 0.5 h / 20 °C
5: pyridinium perbromide hydrobromide / dichloromethane / 20 °C
6: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C
7: potassium carbonate / methanol; water / 20 °C

References:

Kuzmin, Alexander;Poloukhtine, Andrei;Wolfert, Margreet A.;Popik, Vladimir V. [Bioconjugate Chemistry,2010,vol. 21,# 11,p. 2076 - 2085]

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