160925-98-4

Upstream product

• 169736-18-9 (2S,3R,4S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-methoxyoxolane 
• 13039-67-3 (2S,3S,4S)-2-(hydroxymethyl)-5-methoxyoxolane-3,4-diol 
• 41546-31-0 L-xylose 
• 102208-53-7 (3R,4R,5R)-5-hydroxy-3,4,6-tribenzyloxy-1-hexene 
• 137820-47-4 (3R,4R,5S)-5-hydroxy-3,4,6-tribenzyloxy-1-hexene 
• 160549-10-0 2,3,5-tri-O-benzyl-D-arabinofuranose 
• 501-53-1 benzyl chloroformate 
• 161290-44-4 (1R,2R,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-pent-4-enylamine 
• 203112-67-8 2-[(2R,3R,4R)-1,3,4-tris(benzyloxy)hex-5-en-2-yl]isoindoline-1,3-dione 
• 160925-97-3 (3R,4R)-1,3,4-Tris-benzyloxy-hex-5-en-2-one oxime 

Downstream Products

• 724705-48-0 (2R,3R,4R)-benzyl 3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-2,3,4,7-tetrahydro-1H-azepine-1-carboxylate 
• 724705-47-9 (3R,4R,5R)-N-benzyloxycarbonyl-5-allylamino-3,4,6-tribenzyloxy-hex-1-ene 
• 161290-43-3 (2R,3R,4R,5R)-2-(hydroxy-methyl)-3,4-di-O-benzyl-5-(O-benzyl-methyl)-pyrrolidine 
• 159063-89-5 (2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidino<1,2-c>oxazole-3-one 

Relevant academic research and scientific papers

Synthesis of d -Fagomine and Its Seven- and Eight-Membered Higher-Ring Analogues, and the Formal Synthesis of (+)-Australine from l -Xylose-Derived Chiron

The synthesis of d-fagomine and its seven- and eight-membered higher-ring analogues from commercially available l-xylose is reported. The syntheses involve elaboration of a common alkenol precursor obtained from l-xylose-derived hemiacetal. The key steps

Stereoselective synthesis of arabinose-derived phosphonates

A short, stereoselective synthesis of three new azasugar-derived phosphonates is described. The new compounds are versatile intermediates for the synthesis of glycosyltransferase inhibitors.

BIORATIONAL DESIGN OF HERBICIDES: SYNTHESIS OF INHIBITORS OF THE PFP ENZYME

Transition state and reaction coordinate analog inhibitors of the PFP enzyme were synthesized for the biorational design of herbicides.Some of the promising ones were scaled up and tested on whole plants.Open chain, aza and phosphonated analogs of fructose showed significant PFP inhibitory activity.

The Utility of 2,5-Dideoxy-2,5-imino-D-mannitol as a PFP Enzyme Inhibitor

2,5-Dideoxy-2,5-imino-D-mannitol was synthesized from an arabinofuranose derivative.Mercuric acetate cyclization of an ene-carbamate was the key step.The compound proved to be an inhibitor of the pyrophosphate-fructose-6-phosphate-1-phosphotransferase (PFP) enzyme and has potential utility in the biorational design of herbicides.