Building units for N-backbone cyclic peptides .4. Synthesis of protected N-alpha-functionalized alkyl amino acids by reductive alkylation of natural amino acids

被引:31
|
作者
Bitan, G [1 ]
Muller, D [1 ]
Kasher, R [1 ]
Gluhov, EV [1 ]
Gilon, C [1 ]
机构
[1] HEBREW UNIV JERUSALEM,DEPT ORGAN CHEM,IL-91904 JERUSALEM,ISRAEL
关键词
D O I
10.1039/a608389g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method for the synthesis of protected N-alpha-(omega-Y-alkyl) amino acids (Y is a thio, amino or carboxy group) and related compounds by reductive alkylation of natural amino dids is reported, These new amino acids serve as building units for the synthesis of backbone-cyclic peptides, They are orthogonally protected at the alpha-amino position by butoxycarbonyl (Boc) or 9-fluorenylmethoxycarbonyl (Fmoc), using trimethylsilyl temporary protection, to allow for their incorporation into peptides by solid phase peptide synthesis.
引用
收藏
页码:1501 / 1510
页数:10
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