118968-02-8

Upstream product

• 869476-26-6 2,3-di-O-benzyl-2,3-dihydroxypent-4-enal 
• 869476-29-9 ethyl (1S,4S,5S,6R)-4,5-bis(benzyloxy)-6-hydroxycyclohex-2-enecarboxylate 
• 114779-28-1 (1R,3R,6R,9S,10S)-9,10-dibenzyloxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene 
• 119066-22-7 (1S)-(1,3/2,4)-1,2,3-triacetoxy-4-benzoyloxymethylcyclohex-5-ene 
• 119066-23-8 (1R,3R,6R,9S,10S)-9,10-dihydroxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene 
• 119067-99-1 (-)-(1R,2R,3R,4S)-1-(hydroxymethyl)cyclohex-5-ene-2,3,4-triol 
• 97747-51-8 (1R)-(-)-1,2,3-tri-O-acetyl-(1,3/2,4,6)-4-bromo-6-bromomethyl-1,2,3-cyclohexanetriol 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 869476-28-8 ethyl (2S,3R,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoate 
• 869476-25-5 methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside 

Downstream Products

• 114779-29-2 (1S)-(1,3/2,4)-4-acetoxymethyl-1,2-dibenzyloxy-3-hydroxycyclohex-5-ene 
• 118968-03-9 3-acetoxy-4-acetoxymethyl-1,2-dibenzyloxycyclohex-5-ene 
• 119067-99-1 (-)-(1R,2R,3R,4S)-1-(hydroxymethyl)cyclohex-5-ene-2,3,4-triol 
• 201603-61-4 (1R,2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-3-ol 
• 1334999-20-0 (4aR,5R,6S,7R,8S,8aR)-6,7-bis(benzyloxy)-8-iodo-2-(trichloromethyl)-4a,5,6,7,8,8a-hexahydro-4H-benzo[d][1,3]oxazin-5-ol 
• 1334999-21-1 (1R,2R,3R,4S,5S,6R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)-7-azabicyclo[4.1.0]heptan-3-ol 
• 1260152-97-3 (1R,2S,3S,4R,5S,6R)-5-(azidomethyl)-7-oxabicyclo[4.1.0]heptan-2,3,4-triyl tribenzoate 
• 1260152-96-2 8-azido-2,3,4-tri-O-benzoyl-8-deoxycyclophellitol 
• 1260152-99-5 (1R,2R,3S,6R)-6-(azidomethyl)cyclohex-4-ene-1,2,3-triol 
• 1260152-93-9 (1R,2R,5S,6S)-2-(azidomethyl)-5,6-bis(benzyloxy)cyclohex-3-enol 
• 1260152-95-1 (1R,2R,3S,6R)-6-(azidomethyl)cyclohex-4-ene-1,2,3-triyl tribenzoate 
• 126661-83-4 cyclophellitol 

Relevant academic research and scientific papers

Synthesis and evaluation of hydroxymethylaminocyclitols as glycosidase inhibitors

Four series of C7N aminocyclitol analogues of glucose were synthesized by stereocontrolled epoxide opening of hydroxyl protected forms of the cyclohexane epoxides cyclophellitol and 1,6-epi-cyclophellitol. The resulting hydroxymethyl substitute

Synthesis of cyclophellitol, cyclophellitol aziridine, and their tagged derivatives

Cyclitol epoxides and aziridines are potent and selective irreversible inhibitors of retaining glycosidases. We have previously reported on our studies on the use of activity-based probes derived from cyclophellitol and from its aziridine analogue for activity-based profiling of retaining β-glucosidases in vitro, in situ, and in some examples also in vivo. In this work we disclose full details of the synthesis, purification, and analysis of a comprehensive panel of cyclophellitol analogues, all featuring the β-glucose configuration and designed as tools for selective inhibition and/or imaging of human acid glucosylceramidase (epoxides) or as broad-spectrum probes for retaining β-glucosidases (aziridines).

A short synthesis of (+)-cyclophellitol

A new synthesis of (+)-cyclophellitol, a potent β-glucosidase inhibitor, has been completed in nine steps from D-xylose. The key transformations involve a zinc-mediated fragmentation of benzyl-protected methyl 5-deoxy-5-iodo-xylofuranoside followed by a h

SYNTHETIC STUDIES ON ANTIBIOTIC VALIDAMYCINS. PART 12. TOTAL SYNTHESIS OF (+)-VALIDAMYCIN B AND (+)-VALIDOXYLAMINE B

The first complete synthesis of validamycin B (1a) and validoxylamine B (2a) is reported; coupling of the epoxide (12) and the partially protected derivative (16) of (+)-valienamine, followed by deprotection, gives (1a), which was identified from the 1H n