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Amino Acid Based Synthesis of Chiral Long Chain Diamines and Tetramines

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Author(s): Vassilios Loukas | Theodoros Markidis | George Kokotos

Journal: Molecules
ISSN 1420-3049

Volume: 7;
Issue: 10;
Start page: 767;
Date: 2002;
Original page

Keywords: amino acids | amino aldehydes | diamines | tetramines | Wittig reaction

ABSTRACT
A method for the synthesis of long chain diamines and tetramines starting from natural α-amino acids is reported. Diamines and tetramines were prepared through the Wittig olefination reaction of N-protected amino aldehydes obtained from phenylalanine and lysine. A 1,2,17,18-tetramine was synthesized using (2S)-1-azido-2-[bis(tert-butoxycarbonyl)-amino]-5-oxopentane as key-intermediate compound.