225530-15-4

Upstream product

• 100-39-0 benzyl bromide 
• 225530-14-3 (2S,4EZ)-(+)-tert-butyl 6-benzyloxy-2-N-((1R,2R,5R)-2-hydroxy-3-pinanylidene)imino-3-hexenoate 
• 113729-13-8 (2EZ)-4-benzyloxy-1-iodo-2-butene 
• 136520-15-5 1,1-dimethylethyl N-[(1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylidene]glycinate 
• 69152-88-1 4-(benzyloxy)-2-buten-1-ol 

Relevant academic research and scientific papers

An expeditious synthesis of pentosidine, an advanced glycation end product

The chemical synthesis of pentosidine (1), an advanced glycation end product, was achieved via the asymmetric alkylation of the chiral schiff base derived from (+)-2-hydroxy-3-pinanone ((+)-HyPN) and glycine tert-butyl ester, the mercury salt mediated intramolecular guanylation, and the regioselective alkylation of imidazo[4,5-b]pyridine ring. This reliable synthetic achievement will promise availability of pentosidine (1) in quantities.

Efficient total synthesis of pentosidine, an advanced glycation endproduct

The efficient total synthesis of pentosidine (1), an advanced glycation endproduct, was achieved using the asymmetric alkylation of a chiral schiff base (2), the intramolecular guanylation with mercury (II) chloride, and the quaternization accompanied by removal of the trityl group as key steps.