187103-77-1

Basic information

• Product Name: 2,3,4-tri-O-benzyl-D-glucitol
• Synonyms: 2,3,4-tri-O-benzyl-D-glucitol
• CAS NO: 187103-77-1
• Molecular Weight: 452.547
• Mol File: 187103-77-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,3,4-tri-O-benzyl-D-glucitol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-tri-O-benzyl-D-glucitol(187103-77-1)
• EPA Substance Registry System: 2,3,4-tri-O-benzyl-D-glucitol(187103-77-1)

Safety Data

• Hazardous Substances Data: 187103-77-1(Hazardous Substances Data)

Upstream product

• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 
• 4356-77-8 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose 
• 47727-93-5 2,3,4-tri-O-benzyl-D-glucopyranose 

Downstream Products

• 908836-19-1 1-O-acetyl-2,3,4-tri-O-benzyl-D-glucitol 
• 908836-18-0 1-O-acetyl-2,3,4-tri-O-benzyl-5,6-O-isopropylidene-D-glucitol 
• 908836-27-1 (2R,3S,4S,5R,6S)-dimethyl (3,4,5-tris-benzyloxy-6-hydroxymethyl-piperidin-2-yl)-methylenephosphonate 
• 908836-23-7 5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-idose 
• 908836-22-6 5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol 
• 908836-20-4 1-O-acetyl-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-D-glucitol 
• 908836-21-5 1-O-acetyl-5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol 
• 908836-26-0 (2R,3S,4S,5R,6S)-dimethyl [3,4,5-tris-benzyloxy-6-(t-butyldiphenylsilanyloxymethyl)-piperidin-2-yl]-methylenephosphonate 
• 908836-25-9 (2S,3R,4S,5R,6S)-dimethyl 6-amino-3,4,5-tris-benzyloxy-7-t-butyldiphenylsilanyloxy-2-hydroxy-heptylphosphonate 
• 1092502-82-3 C₂₇H₃₀O₅ 
• 1092502-83-4 5,6-anhydro-2,3,4-tri-O-benzyl-D-glucitol 
• 1316720-89-4 1,2,3,4-tetra-O-benzyl-5,6-O-isopropylidene-D-glucitol 
• 908836-17-9 (2S,3R,4R)-2,3,4-tris(benzyloxy)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)butan-1-ol 
• 104976-70-7 (2R,3S,4R)-2,3,4-tris(benzyloxy)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)butanal 

Relevant articles and documents

The synthesis of higher carbon sugars: A study on the rearrangement of higher sugar allylic alcohols

The C12 higher sugar enone 15 (prepared from the corresponding phosphonate and aldehyde) was highly stereoselectively reduced to the d-glycero-allylic alcohol. The epimeric l-glycero-isomer was obtained by the non-selective reduction of the higher enone under Luche conditions. The separate treatment of both allylic alcohols with triflic anhydride provided the corresponding triflates, which in situ underwent allylic rearrangement with the elimination of one of the benzyl groups (from the aldehyde part of the molecule). The stereochemical aspects of this transformation are also discussed.

Synthesis of the dimethyl ester of 1-deoxy-L-idonojirimycin-1- methylenphosphonate: A new approach to iminosugar phosphonates

1-Methylenphosphonate-1-deoxy-L-idonojirimycin (1) has been synthesized starting from commercially available tetrabenzyl glucose, the key steps being substitution of the hydroxyl group at C-5 of compound 7 with an azido group, stereoselective reaction of