122625-60-9

Basic information

• Product Name: 1,2,3,4,6-Penta-O-(3,4,5-tri-O-benzylgalloyl)-b-D-glucopyranose
• Synonyms: Pentakis[3,4,5-tris(phenylMethoxy)benzoate] β-D-Glucopyranose
• CAS NO: 122625-60-9
• Molecular Formula: C₁₄₆H₁₂₂O₂₆
• Molecular Weight: 2292.54
• Product Categories: Carbohydrates & Derivatives
• Mol File: 122625-60-9.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly)
• CAS DataBase Reference: 1,2,3,4,6-Penta-O-(3,4,5-tri-O-benzylgalloyl)-b-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,6-Penta-O-(3,4,5-tri-O-benzylgalloyl)-b-D-glucopyranose(122625-60-9)
• EPA Substance Registry System: 1,2,3,4,6-Penta-O-(3,4,5-tri-O-benzylgalloyl)-b-D-glucopyranose(122625-60-9)

Safety Data

• Hazardous Substances Data: 122625-60-9(Hazardous Substances Data)

Usage

Chemical Properties

Pale Brown Solid

Uses

1,2,3,4,6-Penta-O-(3,4,5-tri-O-benzylgalloyl)-β-D-glucopyranose (cas# 122625-60-9) is a compound useful in organic synthesis.

Upstream product

• 492-61-5 β-D-glucose 
• 1486-48-2 3,4,5-tribenzyloxybenzoic acid 
• 1486-47-1 3,4,5-tris(benzyloxy)benzoyl chloride 
• 492-62-6 alpha-D-glucopyranose 
• 2280-44-6 D-Glucose 
• 50-99-7 D-glucose 

Downstream Products

• 14937-32-7 tannic acid 

Relevant articles and documents

Anomeric selectivity in the synthesis of galloyl esters of d-glucose

The anomeric selectivity of the ester formation between d-glucopyranose and gallic acid was investigated under a variety of conditions. A new protocol was established that allows performing the reaction under conditions where mutarotation is very slow. Hi

Efficient total synthesis of the natural products 2,3,4,6-tetra-O-galloyl-D-glucopyranose, 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose and the unnatural 1,2,3,4,6-penta-O-galloyl-α-D-glucopyranose

A short synthesis of the natural products 2,3,4,6-tetra-O-galloyl-D-glucopyranose (8), 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose (10) and the unnatural 1,2,3,4,6-penta-O-galloyl-α-D-glucopyranose (13) was achieved based on a efficient esterification reaction of the benzylated gallic acid 5 with the α,β-glucopyranoses 11 and 4, respectively.

Gallotannins and Tannic Acid: First Chemical Syntheses and in Vitro Inhibitory Activity on Alzheimer's Amyloid β-Peptide Aggregation

The screening of natural products in the search for new lead compounds against Alzheimer's disease has unveiled several plant polyphenols that are capable of inhibiting the formation of toxic β-amyloid fibrils. Gallic acid based gallotannins are among these polyphenols, but their antifibrillogenic activity has thus far been examined using "tannic acid", a commercial mixture of gallotannins and other galloylated glucopyranoses. The first total syntheses of two true gallotannins, a hexagalloylglucopyranose and a decagalloylated compound whose structure is commonly used to depict "tannic acid", are now described. These depsidic gallotannins and simpler galloylated glucose derivatives all inhibit amyloid β-peptide (Aβ) aggregation invitro, and monogalloylated α-glucogallin and a natural β-hexagalloylglucose are shown to be the strongest inhibitors.