170428-27-0

Basic information

• Product Name: isopropyl 3,4,6-tri-O-benzyl-α-D-glucopyranoside
• Synonyms: isopropyl 3,4,6-tri-O-benzyl-α-D-glucopyranoside
• CAS NO: 170428-27-0
• Molecular Weight: 492.612
• Mol File: 170428-27-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: isopropyl 3,4,6-tri-O-benzyl-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: isopropyl 3,4,6-tri-O-benzyl-α-D-glucopyranoside(170428-27-0)
• EPA Substance Registry System: isopropyl 3,4,6-tri-O-benzyl-α-D-glucopyranoside(170428-27-0)

Safety Data

• Hazardous Substances Data: 170428-27-0(Hazardous Substances Data)

Upstream product

• 20672-66-6 3,4,6-tri-O-benzyl-D-glucopyranose 
• 67-63-0 isopropyl alcohol 
• 1380516-32-4 3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diethyldithiocarbamate 
• 1197820-03-3 2-methoxy-2-(S)-phenyl-(3,4,6-tri-O-benzyl-1,2-dideoxy-β-D-glucopyranoso)[1,2-e]-1,4-oxathiane (R)-S-oxide 
• 1011723-04-8 glucal epoxide 
• 74372-90-0 3,4,6-tri-O-benzyl-D-glucal epoxide 
• 1066-54-2 trimethylsilylacetylene 
• 1359734-73-8 C₃₃H₃₈O₇S 
• 161663-92-9 methyl-2,3,4-tri-O-benzyl-6,7-dideoxy-6,6,7,7-tetradehydro-α-D-glucoheptopyranoside 
• 6089-04-9 3-(tetrahydropyran-2'-yloxy)propyne 

Downstream Products

• 5391-17-3 isopropyl-α-D-glucopyranoside 

Relevant articles and documents

Arylboronic acid-mediated glycosylation of 1,2-dihydroxyglucoses

- We explored direct dehydrative coupling of tetrahydro-2H-pyran-2,3-diol or a 1,2-dihydroxy sugar with various alcohols using a range of arylboronic acids. Among the catalysts, 2-borono-4-trifluoromethylbenzoic acid efficiently promoted acetalization of tetrahydro-2H-pyran-2,3-diol. Ferroceniumboronic acid showed the best catalytic activity for glycosylation of the 1,2-dihydroxy sugar. The major products were 1,2-cJi-a-D-glucopyranosides.

Stereoselective glycosylations using oxathiane spiroketal glycosyl donors

Novel oxathiane spiroketal donors have been synthesised and activated via an umpolung S-arylation strategy using 1,3,5-trimethoxybenzene and 1,3-dimethoxybenzene. The comparative reactivity of the resulting 2,4,6-trimethoxyphenyl (TMP)- and 2,4-dimethoxyp

Site-selective catalysis of phenyl thionoformate transfer as a tool for regioselective deoxygenation of polyols

(Chemical Equation Presented) We report the application of peptide-embedded imidazoles as catalysts for the site-selective delivery of the phenyl thionoformate unit as a prelude to deoxygenation reactions of polyols. Methodology was developed that allows for the synthesis of thiocarbonyl derivatives based on a combination of additives that include N-alkylimidazoles and FeCl3 as co-catalysts. The use of this reagent combination leads to increased reaction rates and efficient yields relative to those of simple base-mediated reactions. In terms of controlling regioselectivity during the course of polyol modification, we found that histidine-containing peptides, in combination with FeCl3, could lead to modulation of the product distribution. Through screening of peptides and control of reaction conditions, products could be observed that reflected both the inherent preference of substrates and also reversal of inherent selectivity.