26295-65-8

Basic information

• Product Name: (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
• Synonyms: (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
• CAS NO: 26295-65-8
• Molecular Weight: 426.507
• Mol File: 26295-65-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine(CAS DataBase Reference)
• NIST Chemistry Reference: (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine(26295-65-8)
• EPA Substance Registry System: (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine(26295-65-8)

Safety Data

• Hazardous Substances Data: 26295-65-8(Hazardous Substances Data)

Upstream product

• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 4148-58-7 (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 78-39-7 Triethyl orthoacetate 

Downstream Products

• 2774-23-4 methyl 2-O-acetyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 25577-40-6 methyl 2-O-acetyl-4,6-O-benzylidene-α,D-glucopyranoside 
• 66460-66-0 methyl-2-O-acetyl-4,6-O-benzylidene-3-O-(methylthio)methyl-α-D-mannopyranoside 
• 65932-80-1 methyl-2-O-acetyl-4,6-benzylidene-α-D-arabino-hexopyranosid-3-ulose 
• 42400-52-2 methyl (R)-4,6-O-benzylidene-α-D-ribo-hexopyranosid-3-ulose acetate 
• 6752-75-6 methyl-2,3-di-O-acetyl-4,6-O-benzylidene-α-D-altropyranoside 
• 73139-33-0 methyl-2,3-di-O-acetyl-4-O-benzoyl-6-desoxy-α-D-arabino-hex-5-enopyranoside 
• 59830-65-8 C₁₆H₁₉⁽²⁾HO₇ 
• 59830-65-8 C₁₆H₁₉⁽²⁾HO₇ 
• 73139-31-8 methyl-2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-desoxy-α-D-altropyranoside 
• 78857-95-1 methyl-2,3-di-O-acetyl-4,6-O-benzylidene-α-D-(3-(2)H)-altropyranoside 
• 57564-28-0 methyl-2,3-di-O-acetyl-4,6-O-benzylidene-α-D-(3-(2)H)-allopyranoside 
• 1128-40-1 methyl β-L-fucopyranoside 

Relevant articles and documents

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.