159063-89-5

Upstream product

• 1600-27-7 mercury(II) diacetate 
• 160925-98-4 benzyl [(2R,3R,4R)-1,3,4-tris(benzyloxy)hex-5-en-2-yl]carbamate 
• 122-52-1 triethyl phosphite 
• 160925-97-3 (3R,4R)-1,3,4-Tris-benzyloxy-hex-5-en-2-one oxime 
• 102208-53-7 (3R,4R,5R)-5-hydroxy-3,4,6-tribenzyloxy-1-hexene 
• 203112-67-8 2-[(2R,3R,4R)-1,3,4-tris(benzyloxy)hex-5-en-2-yl]isoindoline-1,3-dione 
• 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 
• 231619-09-3 (2R,3S,4S,5R,6R)-6-azido-2,3-epoxy-4,5,7-tris(benzyloxy)-2(E)-hepten-1-ol 
• 231618-90-9 (2R,3R,4R,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 231618-87-4 (2S,3R,4R,5R)-N-butyloxycarbonyl-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine-2-carbaldehyde 
• 173142-28-4 (1'R,2R,3S,4R,5R)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>-2-<1',2'-dihydroxyethyl>pyrrolidine 

Downstream Products

• 231618-88-5 (2R,3R,4R,5R)-N-butyloxycarbonyl-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>-2-(hydroxymethyl)pyrrolidine 
• 59920-31-9 2,5-dideoxy-2,5-imino-D-mannitol 
• 231618-93-2 (2R,3R,4R,5R)-N-butyloxycarbonyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine 
• 231618-90-9 (2R,3R,4R,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 231618-96-5 (2R,3R,4R,5R)-N-butyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine 
• 231618-91-0 (2R,3R,4R,5R)-N-butyloxycarbonyl-2-(azidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine 
• 231618-92-1 (2R,3R,4R,5R)-N-butyloxycarbonyl-2-(aminomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine 
• 231618-95-4 (2R,3R,4R,5R)-N-methyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine 
• 231618-94-3 (2R,3R,4R,5R)-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine 
• 161290-43-3 (2R,3R,4R,5R)-2-(hydroxy-methyl)-3,4-di-O-benzyl-5-(O-benzyl-methyl)-pyrrolidine 

Relevant academic research and scientific papers

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.

Iminocyclitol inhibitors of hexoaminidase and glycosidase

Designed iminocylitols that have potent inhibition activity with respect to hexominidases and glycosides are disclosed.

A versatile synthetic strategy for the preparation and discovery of new iminocyclitols as inhibitors of glycosidases

A series of iminocyclitols was prepared using a versatile synthetic strategy, and their inhibition of glycosidases was evaluated using capillary electrophoresis. The study has demonstrated that remarkable specificities in enzyme inhibition can be achieved with small modifications on the aglycon side chain and the ring nitrogen. Among the compounds synthesized, (2R,3R,4R,5R)-N-methyl-2(acetamidomethyl)-3,4-dihydroxy-5- (hydroxymethyl)pyrrolidine was found to be very potent against β-N- acetylhexosaminidase P with the K(i) value of 80 nM.

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.