Synthesis of Dipeptides by Boronic Acid Catalysis

被引:12
|
作者
Tsuji, Hiroaki [1 ]
Yamamoto, Hisashi [1 ]
机构
[1] Chubu Univ, Mol Catalyst Res Ctr, 1200 Matsumoto Cho, Kasugai, Aichi 4878501, Japan
基金
日本科学技术振兴机构;
关键词
N-hydroxy amino acid esters; amidation; boronic acid catalysis; N-hydroxy dipeptides; substrate-controlled reaction; ASYMMETRIC CATALYSIS; DIRECT AMIDATION; AMINO-ALCOHOLS; PEPTIDE-SYNTHESIS; ROOM-TEMPERATURE; ALPHA; ESTERS; AMIDE; CONDENSATION; LIGATIONS;
D O I
10.1055/s-0036-1589130
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have found that a boronic acid catalyzed amidation of an N-hydroxy amino acid methyl ester with amino acid tert-butyl esters gave N-hydroxy dipeptide derivatives in good yields without any racemization. The protecting groups on the nitrogen atom could be easily removed by heterogeneous hydrogenation conditions.
引用
收藏
页码:318 / 321
页数:4
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