Acylation of sugar hydroxyl groups with N-Boc amino acid N- carboxyanhydrides (Boc-NCAs). Synthesis of amino acid-saccharide conjugates

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作者
SIRCOB, Université de Versailles, Bât. Lavoisier, 45 avenue des Etats Unis, F-78000 Versailles, France [1 ]
不详 [2 ]
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来源
Synth. Commun. | / 14卷 / 2713-2724期
关键词
Dichloromethane;
D O I
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中图分类号
O62 [有机化学]; TQ [化学工业];
学科分类号
070303 ; 0817 ; 081704 ;
摘要
Boc-NCAs cleanly react with a series of free or protected sugars to give mono- or poly-amino acid conjugates in good yields. Trifluoroacetic acid in methylene chloride only cleaves the N-Boc protecting group. Treatment with aqueous trifluoroacetic acid removes the remaining isopropylidene protecting groups and leads to free glycoconjugates.
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