175844-96-9

Upstream product

• 212691-31-1 (2R,3S,4R)-2,3,4-Tris-benzyloxy-5,5-bis-ethylsulfanyl-pentanal 
• 212691-30-0 2,3,4-tri-O-benzyl-D-galactose diethyldithioacetal 
• 64552-06-3 methyl 4,6-O-benzylidene-α-D-galactopyranoside 
• 7177-79-9 methyl 2,3-di-O-benzyl-4,6-O-(S)-benzylidene-α-D-galactopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 1222709-76-3 2,3,4-benzyloxy-6-((tert-butyldiphenylsilyl)oxy)methyl-α-D-galactose 
• 114217-35-5 methyl 6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranoside 
• 153226-04-1 2,3,4-tri-O-benzyl-D-galactose 1,1-di(n-propyl)dithioacetal 
• 153322-92-0 2,3,4-tri-O-benzyl-L-arabino-pentodialdose 1,1-di(n-propyl)dithioacetal 
• 3396-99-4 methyl α-D-galactopyranoside 
• 3162-96-7 methyl 4,6-O-benzylidene-α-D-galactopyranoside 
• 88713-83-1 methyl 2,3,4-tri-O-benzyl-6-O-(methylsulfonyl)-α-D-galactopyranoside 
• 100-52-7 benzaldehyde 
• 100-39-0 benzyl bromide 

Downstream Products

• 1440526-69-1 (4R,5S,6S,7S)-5,6,7-tris(benzyloxy)cyclohept-2-enol 
• 1440526-70-4 (4S,5S,6S,7S)-5,6,7-tris(benzyloxy)cyclohept-2-enol 
• 1417606-54-2 (2R,3S,4S,E)-2,3,4-tris(benzyloxy)-7-methyl-N-((S)-2-oxoazepan-3-yl)oct-5-enamide 
• 1417606-51-9 (2R,3S,4S)-2,3,4-tris(benzyloxy)-N-((S)-2-oxoazepan-3-yl)hex-5-enamide 
• 1417606-48-4 (2R,3S,4S)-2,3,4-tris(benzyloxy)hex-5-enoic acid 
• 1312197-87-7 (1S,2S,3S,3aR,9aS)-1,2,3-tris(benzyloxy)octahydrocyclopenta[c]pyrazol[1,2-a]pyrazolidin-7-one 
• 1056759-47-7 (2R,3S,4S)-2,3,4-tris(benzyloxy)-1,1-dimethoxyhex-5-ene 
• 195245-31-9 3,4,5-tri-O-benzyl-1,2,6-trideoxy-6-iodo-L-lyxo-hex-1-enitol 
• 195245-37-5 (1S,2R,3S,4S)-1,2,3-tribenzyloxy-4-hydroxymethylcyclopentane 
• 144938-80-7 (1S,2R,3S,4S)-(-)-4-(Hydroxymethyl)cyclopentane-1,2,3-triol 

Relevant academic research and scientific papers

Stereoselective and regioselective one-pot synthesis of polyhydroxy bicyclic diazenes and hydrazones from methyl 6-deoxy-6-iodo-hexosides

An efficient, stereoselective, and base-controlled procedure for the preparation of polyhydroxy bicyclic diazenes and polyhydroxy bicyclic hydrazones is described, starting from sugar-derived methyl 6-deoxy-6-iodo-hexosides. The one-pot synthesis involves

Stable analogues of nojirimycin-synthesis and biological evaluation of nojiristegine and manno-nojiristegine

Two novel iminosugars called nojiristegines, being structural hybrids between nor-tropane alkaloid calystegine and nojirimycins, have been synthesised and found to be stable molecules despite the presence of a hemiaminal functionality. The synthesised iminosugars were evaluated against a panel of glycosidases and the best inhibition (IC50), found against α-glucosidases, was in the micromolar region. The compounds were also evaluated as potential antibiotics but no useful level of activity was observed.

INKT CELL MODULATORS AND METHODS OF USING THE SAME

Disclosed herein are α-galactosylceramide (α-GalCer) analogs and compositions thereof, methods of activating invariant Natural Killer T (iNKT) cells using said analogs, methods of treating diseases by activating iNKT cells using said analogs, and combinat

Selective 1,2-syn alkynylation of an open chain sugar: The prominent role of zinc chloride addition

Depending on the metal, solvent and protective groups, functionalized aldehydes may react through either Felkin or chelated transition states leading to the Felkin-Anh product or the 1,2-anti Felkin-Anh product, respectively. Zinc chloride addition proved

Cycloaddition reactions of carbohydrate derivatives. Part 8: Intramolecular cycloaddition of nitrilimines derived from sugars

Nitrilimines containing a carbon-carbon double bond were prepared in several steps from 2,3,4-tri-O-benzyl-D-xylose, D-ribose and L-arabinose derivatives and their intramolecular 1,3-dipolar cycloaddition reactions were studied. The results were examined

Synthesis of new α- and β-gem-difluoromethylene C-glycosides in the galactose and glucose series

A synthesis of gem-difluoromethylene C-glycopyranosides was efficiently achieved via a Reformatsky reaction on an aldehyde and subsequent intramolecular cyclization involving either the opening of an epoxide or an oxymercuration.

The cobalt-catalyzed oxygenative radical route from hexopyranosides to carbapentofuranoses

Cobalt-catalyzed radical cyclization/oxygenation of various 6-iodohex-1-enitols gave in one step the carbocyclic analogs of pentofuranoses. The reaction was run under very mild conditions and gave moderate to good yields of carbapentofuranoses within a few hours. All the possible 6-iodohex-1-enitol stereoisomers were prepared, and the influence of relative configurations and protecting groups was studied.

A new synthesis of carbapentofuranoses from carbohydrates

Carbafuranosides were synthesized in one step from various O-protected 1,2,6-trideoxy-6-iodo-hex-1-enitols by cobalt catalyzed 5-exo radical-cyclization under molecular oxygen. Yields were fair to good with interesting selectivities.

Stereoselective SmI2-mediated conversion of carbohydrates into cyclopentanols

Carbohydrate derivatives were employed as precursors in the synthesis of stereodefined cyclopentanols. This rapid conversion was effected by a zinc-assisted Grob-fragmentation, followed by a stereocontrolled SmI2-mediated cyclisation.