208518-06-3Relevant articles and documents
Synthesis of orthogonally protected hydroxylated azalkene-α,α'- bridged bis(α-glycine) and dihydroxylysine derivatives
Kremminger, Peter,Undheim, Kjell
, p. 1183 - 1189 (1998)
Stereoselective syntheses of hydroxylated azalkene-α,α'- bridged bis(α-glycine) derivatives and lysine derivatives are described. The bridge was formed as a secondary amine by a reductive dimerization process of two azide molecules upon hydrogenolysis over 5% palladium-on-charcoal. Lysine derivatives were formed by reduction of the azide function to a primary amine. In the target amino acids the vicinal dihydroxy functions were protected as acetonides, the N'-amino group as a Z-derivative and the α- amino groups as Fmoc-derivatives.