78890-68-3

Basic information

• Product Name: 1-deoxy-2,3,4,6-tetra-O-benzyl-D-glucopyranose
• Synonyms: 1-deoxy-2,3,4,6-tetra-O-benzyl-D-glucopyranose
• CAS NO: 78890-68-3
• Molecular Weight: 524.657
• Mol File: 78890-68-3.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 1-deoxy-2,3,4,6-tetra-O-benzyl-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1-deoxy-2,3,4,6-tetra-O-benzyl-D-glucopyranose(78890-68-3)
• EPA Substance Registry System: 1-deoxy-2,3,4,6-tetra-O-benzyl-D-glucopyranose(78890-68-3)

Safety Data

• Hazardous Substances Data: 78890-68-3(Hazardous Substances Data)

Upstream product

• 3879-79-6 methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 38768-81-9 2,3,4,6-Tetra-O-benzyl-α-D-glucose 
• 292638-85-8 acrylic acid methyl ester 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 131531-76-5 p-methylphenyl 2,3,4,6-tetra-O-benzyl-thio-β-D-glucopyranoside 
• 1149-23-1 diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 24850-33-7 allyltributylstanane 
• 72174-24-4 2,3,4,6-tetra-O-benzyl-1-thio-α/β-D-glucopyranose 
• 78890-54-7 1-O-butanoyl-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose 
• 78890-57-0 Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 100-44-7 benzyl chloride 
• 604-69-3 β-D-glucose pentaacetate 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 13121-49-8 C-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-methanol 
• 82659-52-7 1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-2-propene 
• 177553-27-4 (2R,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-trityloxymethyl-tetrahydro-pyran 
• 106499-13-2 1,5-anhydro-6-O-trityl-D-glucitol 
• 912848-00-1 2-((2,3,4-tri-O-benzyl-β-D-xylopyranosyl)methyl)naphthalene 
• 912847-96-2 2,6-anhydro-3,4,5-tri-O-benzyl-L-glucose 
• 14218-10-1 1,5-anhydro-tetra-O-benzoyl-D-glucitol 
• 154-58-5 1,5-anhydro-D-glucitol 

Relevant articles and documents

A protecting group-free approach for synthesizingC-glycosides through glycosyl dithiocarbamates

The first protection/deprotection-free process for radicalC-glycosylation has been achieved through one-step preparable glycosyl dithiocarbamates (GDTCs). The Giese-type reaction and radical allylation of unprotected GDTCs were successfully performed to obtain the corresponding α-C-glycosides stereoselectively under mild reaction conditions.

Synthesis of Deoxyglycosides by Desulfurization under UV Light

This study was performed to develop a highly efficient method whereby desulfurization could be completed in 0.5 h under ultraviolet light, at room temperature, and in the presence of trialkylphosphine. Using this method, deoxyglycosides could be produced from sulfur-containing glycosides in almost quantitative yields. The much higher reactivity of desulfurization with triethylphosphine versus that with triethylphosphite is also discussed.

Synthesis of aromatic C-xylosides by position inversion of glucose

Two formally C-xylosylated analogs to 2-naphthyl β-d-xylopyranoside, which is known to initiate priming of glucosaminoglycan chains, were synthesized by a position inversion of glucose (i.e., position 1 becomes position 5). The d-C-xyloside showed priming, while the l-C-xyloside did not initiate priming.