631915-22-5

Upstream product

• 160549-10-0 2,3,5-tri-O-benzyl-D-arabinofuranose 
• 620946-66-9 (E/Z)-2,3,5-tri-O-benzyl-D-arabinose-oxime 
• 60933-68-8 3,4,6-tri-O-benzyl-β-D-arabinofuranoside 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 537030-20-9 (2R,3R,4R)-2,3,5-tris(benzyloxy)-4-hydroxypentanal O-(tertbutyldiphenylsilyl)oxime 

Downstream Products

• 1049770-50-4 (2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-1-hydroxypyrrolidine-2-carbonitrile 
• 631915-25-8 (2S,3aR,4R,5R,6R)-hexahydro-4,5-bis(phenylmethoxy)-6-[(phenylmethoxy)methyl]pyrrolo[1,2-b]isoxazole-2-methanol methanesulfonate 
• 631915-23-6 (2R,3aR,4R,5R,6R)-hexahydro-4,5-bis(phenylmethoxy)-6-[(phenylmethoxy)methyl]pyrrolo[1,2-b]isoxazole-2-methanol 
• 537030-26-5 (1S,2R,3R,6R,7aR)-hexahydro-1,2-bis(phenylmethoxy)-3-[(phenylmethoxy)methyl]-1H-pyrrolizine-6-ol 

Relevant academic research and scientific papers

Discovery of human hexosaminidase inhibitors by in situ screening of a library of mono- and divalent pyrrolidine iminosugars

Two libraries of mono- and dimeric pyrrolidine iminosugars were synthesized by CuAAC and (thio)urea-bond-forming reactions from the respective azido/aminohexylpyrrolidine iminosugar precursors. The resulting monomeric and dimeric compounds were screened f

Synthesis and Structural Revision of Glyphaeaside C

The iminosugar core of natural glyphaeaside C, originally assigned as a derivative of the piperidine natural product 1-deoxynojirimycin (DNJ), has been revised as a derivative of 2,5-dideoxy-2,5-imino-l-mannitol (l-DMDP) by the total synthesis of its enantiomer. This revised l-DMDP-derived configuration is the first of its kind to be observed in nature. The prepared iminosugars displayed the nanomolar inhibition of bovine liver β-glucosidase and β-galactosidase.

Cycloadditions of Sugar-Derived Nitrones Targeting Polyhydroxylated Indolizidines

The 1,3 dipolar cycloaddition reactions of three pentose-derived pyrroline N-oxides with mono- A nd disubstituted alkenes are reported. A strong dependence of the diastereoselectivity of the cycloadditions on the relative configuration of the nitrone ster

Synthesis and glycosidase inhibitory activity of 7-deoxycasuarine

Reaction of 1,4-anhydro-2,3,5-tri-O-benzyl-1-deoxy-1-imino-D-arabinitol N-oxide (8) with allyl alcohol produced a 3.6:1 mixture of the two pyrrolo[1,2-b]isoxazole derivatives 13 and 14. The major adduct 13 was converted to 7-deoxycasuarine (7), a potent,