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Issue 10, 1997
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Building units for N-backbone cyclic peptides. Part 4.1 Synthesis of protected Nα-functionalized alkyl amino acids by reductive alkylation of natural amino acids

Abstract

A new method for the synthesis of protected Nα-(ω-Y-alkyl) amino acids (Y is a thio, amino or carboxy group) and related compounds by reductive alkylation of natural amino acids is reported. These new amino acids serve as building units for the synthesis of backbone-cyclic peptides. They are orthogonally protected at the α-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.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1997, 1501-1510
Article type
Paper

Building units for N-backbone cyclic peptides. Part 4.1 Synthesis of protected Nα-functionalized alkyl amino acids by reductive alkylation of natural amino acids

G. Bitan, D. Muller, R. Kasher, E. V. Gluhov and C. Gilon, J. Chem. Soc., Perkin Trans. 1, 1997, 1501
DOI: 10.1039/A608389G

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