430475-01-7

Upstream product

• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 4713-66-0 benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-galactopyranoside 
• 114612-09-8 benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-galactopyranosiduronic acid 
• 3006-58-4 2-carbobenzyloxyamino-2-deoxy-D-galactopyranose 
• 1772-03-8 D-(+)-galactosamine hydrochloride 
• 430474-95-6 (S)-3-[((2S,3R,4R,5R,6S)-6-Benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxy-tetrahydro-pyran-2-carbonyl)-amino]-3-p-tolyl-propionic acid ethyl ester 

Relevant academic research and scientific papers

Total synthesis of novel antibiotics pyloricidin A, B and C and their application in the study of pyloricidin derivatives

The novel natural antibiotics pyloricidin A, B and C, which possess potent and highly selective anti-Helicobacter pylori activity, were synthesized from D-galactosamine as a chiral template for the common (2S,3R,4R,5S)-5-amino-2,3,4,6-tetrahydroxyhexanoic acid moiety. The synthetic strategy, using 2-amino-2-deoxyuronic acid derivatives as key intermediates, was also useful to prepare a series of derivatives modified at the β-D-phenylalanine and with altered stereochemistry on the 5-amino-2,3,4,6-tetrahydroxyhexanoic acid moiety. From the drastic decrease of their anti-H. pylori activity, it was clear that the β-D-phenylalanine part and the stereochemistry of the 5-amino-2,3,4,6-tetrahydroxyhexanoic acid moiety were significant for the activity.