Paper
Novel Synthesis of Protected Methyl 4-Hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate via Cleavage of Functionalized Dihydrooxazoles (Oxazolines)
Published Jan 1, 1999 · Jean-Michel Lerestif, Soazig Feuillet, J. Bazureau
Journal of Chemical Research-s
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Abstract
The protected methyl 4-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate is synthesized by two convergent routes from dimethyl-5-(2-formylphenyl)-2-methyl-4,5-dihydrooxazole-4,4-dicarboxylate via cleavage of the oxazolyl moiety, the starting dihydrooxazole is prepared on a large scale at 70°C by 1,3-dipolar cycloaddition using a solvent-free process assisted by focused microwave technology.
This study presents a novel synthetic method for protected methyl 4-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate, using a solvent-free process assisted by focused microwave technology.
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