73139-33-0

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 26295-65-8 (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 2774-23-4 methyl 2-O-acetyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 4148-58-7 (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 6752-75-6 methyl-2,3-di-O-acetyl-4,6-O-benzylidene-α-D-altropyranoside 
• 73139-31-8 methyl-2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-desoxy-α-D-altropyranoside 

Downstream Products

• 1128-40-1 methyl β-L-fucopyranoside 

Relevant academic research and scientific papers

SYNTHESIS OF TWO ENANTIOMERIC TETRASUBSTITUTED CYCLOHEXANONES FROM 6-DEOXYHEX-5-ENOPYRANOSIDE DERIVATIVES

The conversion of various 6-deoxyhex-5-enopyranoside derivatives in the presence of a catalytic amount of mercury(II) sulfate into chiral cyclohexanones has been studied.Under the experimental conditions used, the stereochemistry at position 5 of the tetr

SYNTHESE DES L-FUCOSE ET L-(3-(2)H)FUCOSE A PARTIR DU D-MANNOSE

Oxidation with the dimethyl sulfoxide-acetic anhydride reagent of methyl 2-O-acetyl-4,6-O-benzylidene-α-D-mannopyranoside, obtained in quantitative yield from the corresponding 4,6-benzylidene acetal by stereoselective opening of a 2,3-orthoester, led in good yield to methyl 2-O-acetyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-3-ulose, which was reduced with either sodium borohydride or sodium borodeuteride into a methyl 4,6-O-benzylidene-α-D-altopyranoside or its 3-(2)H derivative.A sequence involving a C-6 halogenation-dehydrohalogenation followed by catalytic hydrogenation of the resulting methyl 6-deoxy-α-D-arabino-hex-5-enopyranoside gave methyl 6-deoxy-β-L-galactopyranoside (methyl β-L-fucopyranoside) and then α-L-fucose, with an overall yield of 24percent with respect to the starting methyl α-D-mannopyranoside.