620946-66-9

Upstream product

• 160549-10-0 2,3,5-tri-O-benzyl-D-arabinofuranose 
• 37776-25-3 2,3,5-tri-O-benzyl-D-arabinose 
• 60933-68-8 3,4,6-tri-O-benzyl-β-D-arabinofuranoside 

Downstream Products

• 129247-77-4 2,3,5-Tri-O-benzyl-4-O-methylsulphonyl-D-arabinononitrile 
• 885669-86-3 2,3,5-tri-O-benzyl-4-O-pivaloyl-D-arabinononitrile 
• 885669-91-0 Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl ester 
• 885669-88-5 (5S,6R,7R)-6,7-dibenzyloxy-5-benzyloxymethyl-4-azaspiro[2.4]heptane 
• 885669-87-4 (2R,3R,4R)-4-(1-Amino-cyclopropyl)-1,3,4-tris-benzyloxy-butan-2-ol 
• 885669-89-6 (5S,6R,7R)-6,7-Bis-benzyloxy-5-benzyloxymethyl-4-aza-spiro[2.4]heptane-4-carboxylic acid tert-butyl ester 
• 874816-46-3 2,2-Dimethyl-propionic acid (1R,2S,3R)-3-(1-amino-cyclopropyl)-2,3-bis-benzyloxy-1-benzyloxymethyl-propyl ester 
• 880154-61-0 (2S,3R,4R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyrrole-1-oxide 
• 537030-19-6 (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide 
• 537030-26-5 (1S,2R,3R,6R,7aR)-hexahydro-1,2-bis(phenylmethoxy)-3-[(phenylmethoxy)methyl]-1H-pyrrolizine-6-ol 
• 631915-23-6 (2R,3aR,4R,5R,6R)-hexahydro-4,5-bis(phenylmethoxy)-6-[(phenylmethoxy)methyl]pyrrolo[1,2-b]isoxazole-2-methanol 
• 631915-25-8 (2S,3aR,4R,5R,6R)-hexahydro-4,5-bis(phenylmethoxy)-6-[(phenylmethoxy)methyl]pyrrolo[1,2-b]isoxazole-2-methanol methanesulfonate 
• 631915-22-5 (1E)-2,3,5-tri-O-benzyl-4-deoxy-4-iodo-L-xylose O-[(tert-butyl)triphenylsilyl]oxime 
• 620946-84-1 (Z)-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)amino methanesulfonate 

Relevant academic research and scientific papers

Regiospecific formation of sugar-derived ketonitrone towards unconventional: C -branched pyrrolizidines and indolizidines

The synthesis of unprecedented branched pyrrolizidines and indolizidines was accomplished via nitrone chemistry. The required ketonitrone, a known intermediate usually obtained as a mixture of regioisomers, was prepared in a pure form from d-arabinose by

A convenient approach toward the synthesis of enantiopure isomers of DMDP and ADMDP

A practical method for the synthesis of five-membered iminocyclitols, pyrrolidine alkaloids bearing multiple hydroxyl substituents, has been developed. All of the eight key intermediates, enantiopure tri-O-benzyl cyclic nitrones, are prepared from four cheap, readily available d-aldopentoses. The nucleophilic addition of cyclic nitrones with vinyl magnesium chloride and TMSCN shows high 2,3-trans stereoselectivity. To construct the 2,3-cis configurations, inversion of the C-2 nitrile group is achieved via an elimination-reduction sequence. Using this approach, five isomers of DMDP and six isomers of ADMDP are prepared efficiently. In the biological evaluation, iminocyclitol 27 is a new and potent inhibitor against β-hexosaminidase with an IC50 value of 0.2 μM.

Synthetic access to the first spirocyclopropyl iminosugar

The synthesis of the first spirocyclopropyl iminosugar has been achieved in six steps and 13% overall yield from commercially available 2,3,5-tri-O-benzyl-D-arabinose. The synthesis is based on an efficient two-step reaction involving the titanium-mediate

One-pot synthesis of cyclic nitrones and their conversion to pyrrolizidines: 7a-epi-crotanecine inhibits α-mannosidases

A new straightforward and inexpensive one-pot procedure is described for the preparation of enantiopure five-membered cyclic nitrones starting from the corresponding lactols. Its efficiency relies on the condensation of unprotected hydroxylamine with read

Spirocyclopropyl pyrrolidines as a new series of α-l-fucosidase inhibitors

Polyhydroxy 4-azaspiro[2.4]heptane derivatives (spirocyclopropyl iminosugars) were prepared in four to six steps from readily available protected aldoses. The key step of the reaction sequence involves a titanium-mediated aminocyclopropanation of glyconon

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,

Potential Glycosidase Inhibitors: Synthesis of 1,4-Dideoxy-1,4-imino Derivatives of D-Glucitol, D- and L-Xylitol, D- and L-Allitol, D- and L-Talitol, and D-Gulitol

Conversion of 2,3,5,6-tetra-O-benzyl-D-galactofuranose (19) into its oxime and subsequent treatment with methanesulphonyl chloride gave 2,3,5,6-tetra-O-benzyl-4-O-methylsulphonyl-D-galactonitrile (21).Reductive cyclization by sodium borohydride/cobalt(II)

89. Deoxy-nitrosugars. 10th Communication. Synthesis of Isosteric Phosphonate Analogues of Ulose-1-Phosphates

A general approach to isosteric phosphonate analogues of ulose-1-phosphates is described.A base-catalysed chain elongation via a Michael addition of 1-deoxy-1-nitro-sugars 4, 8, and 16 to the vinylphosphonate 18 followed by hydrolysis of the nitro adducts