1426398-75-5

Upstream product

• 469873-50-5 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)propane-2-one 
• 1042966-19-7 (E)-4-(3-nitrophenyl)-1-[1'-deoxy-2',3',4',6'-tetra-O-acetyl-β-D-glucopyranos-1'-yl]but-3-en-2-one 
• 99-61-6 3-nitro-benzaldehyde 

Downstream Products

• 1426398-81-3 (E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-gluco-pyranos-1′-yl]but-3-en-2-one 
• 1426398-82-4 (E)-N-[3-[4-(1'-deoxy-2',3',4',6'-tetra-O-acetyl-β-D-glucopyranos-1'-yl)-3-oxobut-1-enyl]phenyl]-2-carbamoylbenzoic acid 
• 1426398-83-5 (E)-4-[3-(3-phenylureido)phenyl]-1-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranos-1′-yl]but-3-en-2-one 
• 1613142-49-6 (E)-4-[3-(3-(2-methoxy-4-nitrophenyl)thioureido)phenyl]-1-[1′-deoxy-β-D-glucopyranos-1′-yl]but-3-en-2-one 
• 1613142-38-3 (E)-4-[3-(3-(2-methoxy-4-nitrophenyl)thioureido)phenyl]-1-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranos-1′-yl]but-3-en-2-one 
• 1613142-48-5 (E)-4-[3-(3-(4-methoxy-2-nitrophenyl)ureido)phenyl]-1-[1′-deoxy-β-D-glucopyranos-1′-yl]but-3-en-2-one 
• 1613142-37-2 (E)-4-[3-(3-(4-methoxy-2-nitrophenyl)ureido)phenyl]-1-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranos-1′-yl]but-3-en-2-one 
• 1613142-36-1 (E)-4-[3-(3-phenylthioureido)phenyl]-1-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-gluco-pyranos-1′-yl]but-3-en-2-one 
• 1613142-46-3 (E)-4-[3-(3-phenylureido)phenyl]-1-[1′-deoxy-β-D-glucopyranos-1′-yl]but-3-en-2-one 
• 1613142-33-8 (E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-β-D-glucopyranos-1′-yl]but-3-en-2-one 

Relevant academic research and scientific papers

Identification of novel phenyl butenonyl C-glycosides with ureidyl and sulfonamidyl moieties as antimalarial agents

A new series of C-linked phenyl butenonyl glycosides bearing ureidyl(thioureidyl) and sulfonamidyl moieties in the phenyl rings were designed, synthesized, and evaluated for their in vitro antimalarial activities against Plasmodium falciparum 3D7 (CQ sensitive) and K1 (CQ resistant) strains. Among all the compounds screened the C-linked phenyl butenonyl glycosides bearing sulfonamidyl moiety (5a) and ureidyl moiety in the phenyl ring (7d and 8c) showed promising antimalarial activities against both 3D7 and K1 strains with IC50 values in micromolar range and low cytotoxicity offering new HITS for further exploration.

Chemoselective synthesis of polyfunctional aminophenyl 2-oxobut-3-enyl - And quinolinylmethyl- C-glycopyranosides from nitrophenyl 2-oxobut-3-enyl C-glycopyranosides under ultrasonic vibration

Chemoselective reduction of nitro group in polyfunctional nitrophenyl 2-oxobut-3-enyl Cglycopyranosides to the respective aminophenyl 2-oxobut-3-enyl glycopyranosides with SnCl2·2H2O under ultrasonic vibration in good yields was achieved successfully. Other potentially reducible groups such as carbonyl, ester, azide, tosyl, alkenic substituents were unaffected during reaction. The 2′-nitrophenyl-2-oxobut-3-enyl glycopyranosides as reduction substrates gave 2-quinolinemethyl glycopyranosides via reduction followed by intramolecular cyclocondensation reactions. These β-C-glycopyranosides hold great promise in medicinal chemistry. ARKAT-USA, Inc.