Building units for N-backbone cyclic peptides. Part 4. 1 Synthesis of protected N α-functionalized alkyl amino acids by reductive alkylation of natural amino acids

G Bitan, D Muller, R Kasher, EV Gluhov…

Index: Bitan, Gal; Muller, Dan; Kasher, Ron; Gluhov, Evgenia V.; Gilon, Chaim Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 10 p. 1501 - 1510

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Citation Number: 36

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 ...

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