Efficient and practical protection of the catechol residue of 3,4-dihydroxyphenylalanine (DOPA) derivative as acetonide

被引:3
|
作者
Soloshonok, Vadirn A. [1 ]
Ueki, Hisanori [1 ]
机构
[1] Univ Oklahoma, Dept Chem & Biochem, Norman, OK 73019 USA
来源
SYNTHESIS-STUTTGART | 2008年 / 05期
关键词
3,4-dihydroxyphenylalanine (DOPA); protection; acetonide;
D O I
10.1055/s-2008-1032164
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:693 / 695
页数:3
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