Efficient and Practical Protection of the Catechol Residue of 3,4-Dihydroxyphenylalanine (DOPA) Derivative as Acetonide

Abstract

The acetonide formation of 3,4-dihydroxyphenylalanine (DOPA) derivative was realized under efficient and practical reaction conditions: the reaction of the methyl ester of DOPA in acetone-i-PrOH in the presence of 5 mol% of TsOH afforded the catechol side chain protected DOPA as an acetonide in quantitative yield; the workup procedure is a simple evaporation of the solvents. This methodology allows an access to the reaction in large scale.

Key words

3,4-dihydroxyphenylalanine (DOPA) - protection - acetonide

References

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