666698-89-1Relevant articles and documents
Synthesis of enantiopure ω-functionalized C15 α-amino carboxylates
Markidis, Theodoros,Kokotos, George
, p. 1685 - 1688 (2002)
An efficient route for the synthesis of enantiopure ω-hydroxy, ω-carboxy, ω-oxo, and ω-amino α-amino acids and bis-α-amino acids was developed. The synthesis of ω-trityloxy δ,ε-unsaturated α-amino acids was based on the Wittig reaction of methyl (2S)-2-[bis(tert-butoxycarbonyl)-amino]-5-oxopentanoate with ω-trityloxy alkylidene triphenylphosphoranes. After hydrogenation, the ω-hydroxy α-amino acid was used as starting material for the synthesis of other ω-functionalized α-amino acids. The length of the side chain of α-amino acids or bis-α-amino acids depends on the starting alkanediol or dibromide used to prepare the phosphoranes.
