4713-66-0

Upstream product

• 3006-58-4 2-carbobenzyloxyamino-2-deoxy-D-galactopyranose 
• 100-51-6 benzyl alcohol 
• 90-76-6 D-galactosamine 
• 501-53-1 benzyl chloroformate 
• 1772-03-8 D-(+)-galactosamine hydrochloride 

Downstream Products

• 157461-18-2 (2S,3R,4R,5R)-5-Benzyloxycarbonylamino-6,6-bis-ethylsulfanyl-2,3,4-trihydroxy-hexanoic acid 
• 117238-34-3 L-fuconic-δ-lactam 
• 430475-01-7 (S)-3-{[(2S,3R,4R,5R,6S)-6-Benzyloxy-5-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-carbonyl]-amino}-3-p-tolyl-propionic acid ethyl ester 
• 430475-00-6 (R)-2-{[(2S,3R,4R,5R,6S)-6-Benzyloxy-5-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-carbonyl]-amino}-3-phenyl-propionic acid methyl ester 
• 430474-99-0 {[(2S,3R,4R,5R,6S)-6-Benzyloxy-5-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-carbonyl]-amino}-phenyl-acetic acid methyl ester 
• 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 
• 430474-98-9 3-{[(2S,3R,4R,5R,6S)-6-Benzyloxy-5-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-carbonyl]-amino}-propionic acid methyl ester 
• 430474-97-8 N-[benzyl 2-[(N-tert-butoxycarbony-L-leucyl)amino]-2-deoxy-α-D-galactopyranosiduronyl]glycine ethyl ester 
• 430474-94-5 (R)-2-[((2S,3R,4R,5R,6S)-6-Benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionic acid methyl 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.

A NOVEL INHIBITOR OF HUMAN α-L-FUCOSIDASE: ENANTIOSELECTIVE SYNTHESIS OF L-FUCOAMIDRAZONE

A short, chiral synthesis of the title inhibitor 1 is reported from D-galactosamine by chain end interchange.The L-fucoamidrazone is a good competitive inhibitor of human α-L-fucosidase (Ki = 820 nM).