208518-03-0

Upstream product

• 501-53-1 benzyl chloroformate 
• 159611-07-1 C-[(4R,5R)-5-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methylamine 
• 109838-85-9 (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine 
• 159610-85-2 (2S,5R)-2-((4R,5R)-5-Azidomethyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazine 
• 208518-00-7 (2S,5R)-2-((4R,5S)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazine 
• 159344-59-9 (+)-(4S,5S)-4,5-Bis(bromomethyl)-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 208518-06-3 (S)-2-Amino-3-[(4R,5R)-5-({[(4R,5R)-5-((S)-2-amino-2-methoxycarbonyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-benzyloxycarbonyl-amino}-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-propionic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of orthogonally protected hydroxylated azalkene-α,α'- bridged bis(α-glycine) and dihydroxylysine derivatives

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.