Easy access to orthogonally protected α-alkyl aspartic acid and α-alkyl asparagine derivatives by controlled opening of β-lactams

被引:14
|
作者
Gerona-Navarro, G [1 ]
García-López, MT [1 ]
González-Muñiz, R [1 ]
机构
[1] CSIC, Inst Quim Med, Madrid 28006, Spain
关键词
D O I
10.1016/S0040-4039(03)01453-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The controlled opening of the N1-C2 bond in 1-carbamate-substituted 2-azetidinones derived from amino acids by O-and N-nucleophiles provided a straightforward access to orthogonally protected alpha-alkyl aspartic acid and asparagine derivatives. The use of DBU or sodium azide as additive is essential for expedient cleavage by amino acids to the corresponding beta-aspartic acid dipeptides. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6145 / 6148
页数:4
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