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Perkin Transactions 1

Perkin Transactions 1 ceased publication in 2002. Organic & Biomolecular Chemistry is the RSC's journal for high-quality, original organic chemistry research.



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Paper

J. Chem. Soc., Perkin Trans. 1, 1997, 1501 - 1510, DOI: 10.1039/a608389g

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

Gal Bitan, Dan Muller, Ron Kasher, Evgenia V. Gluhov and Chaim Gilon

A new method for the synthesis of protected N-(-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 -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.