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The preparation of (2S,4S)- and (2S,4R)-4-aminopipecolic acid, a conformationally constrained basic amino acid bearing orthogonal N alpha/Ngamma-protection suitable for solid-phase peptide synthesis, is reported. These amino acids were synthesised from enantiopure ethyl (2S)-4-oxo-1-(1-phenylethyl)-piperidine-2-carboxylate (1) with introduction of the side-chain amino group by reductive amination, followed by protection/deprotection of the functional groups. A mixture of Fmoc-Sly(Boc)-OH 6 and 7 was used to establish their compatibility in solid-phase peptide synthesis. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H21086N – PubChem