4196-36-5

Basic information

• Product Name: 2,3,4,6-tetra-O-benzyl-1-O-(4-nitrobenzoyl)hexopyranose
• Synonyms: [3,4,5-Tris(Phenylmethoxy)-6-(Phenylmethoxymethyl)Oxan-2-Yl] 4-Nitrobenzoate
• CAS NO: 4196-36-5
• Molecular Formula: C₄₁H₃₉NO₉
• Molecular Weight: 689.7497
• Mol File: 4196-36-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 793.7°C at 760 mmHg
• Flash Point: 258°C
• Density: 1.29g/cm³
• Vapor Pressure: 3.53E-25mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 2,3,4,6-tetra-O-benzyl-1-O-(4-nitrobenzoyl)hexopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-tetra-O-benzyl-1-O-(4-nitrobenzoyl)hexopyranose(4196-36-5)
• EPA Substance Registry System: 2,3,4,6-tetra-O-benzyl-1-O-(4-nitrobenzoyl)hexopyranose(4196-36-5)

Safety Data

• Hazardous Substances Data: 4196-36-5(Hazardous Substances Data)

Usage

General Description

2,3,4,6-tetra-O-benzyl-1-O-(4-nitrobenzoyl)hexopyranose is a complex chemical compound that consists of a hexopyranose sugar molecule with four benzyl groups and one nitrobenzoyl group attached. The presence of multiple benzyl groups makes this compound highly lipophilic, meaning it has a strong affinity for lipid or fat molecules. This chemical has potential applications in organic synthesis and drug development, particularly in the creation of drugs with lipophilic properties. Its unique structure also makes it a valuable tool for studying the interactions of lipophilic molecules with biological systems. Overall, 2,3,4,6-tetra-O-benzyl-1-O-(4-nitrobenzoyl)hexopyranose is a significant compound with diverse potential uses in the field of chemistry and pharmaceuticals.

Upstream product

• 90357-89-4 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate 
• 62-23-7 4-nitro-benzoic acid 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 6564-72-3 2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 693-13-0 diisopropyl-carbodiimide 

Downstream Products

• 93414-71-2 2'-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)furan 
• 93414-72-3 (1R)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-C-(2-thienyl)-D-glucitol 
• 93414-73-4 2,3,4,6-tetra-O-benzyl-1-deoxy-1-(4-methoxyphenyl)-β-D-glucopyranose 
• 81972-19-2 1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-2-propene 
• 82659-52-7 1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-2-propene 
• 201593-55-7 5,5-Dimethyl-2-thioxo-2-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosylthio)-1,3,2-dioxaphosphorinane 
• 201593-51-3 5,5-Dimethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-[1,3,2]dioxaphosphinane 2-oxide 
• 120417-07-4 Acetic acid 3-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester 
• 120417-07-4 Acetic acid 3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester 
• 96689-97-3 (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-ethanal 
• 28069-25-2 1,2-di-O-palmitoyl-3-O-α-D-glucopyranosyl-sn-glycerol 
• 102822-90-2 3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol 
• 76679-67-9 3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-(but-2-enyl)-sn-glycerol 
• 65751-67-9 3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol 

Relevant articles and documents

Combined Lewis acid and Br?nsted acid-mediated reactivity of glycosyl trichloroacetimidate donors

Biomimetic conditions for a synthetic glycosylation reaction, inspired by the highly conserved functionality of carbohydrate active enzymes, were explored. At the outset, we sought to generate proof of principle for this approach to developing catalytic systems for glycosylation. However, control reactions and subsequent kinetic studies showed that a stoichiometric, irreversible reaction of the catalyst and glycosyl donor was occurring, with a remarkable rate variance depending upon the structure of the carboxylic acid. It was subsequently found that a combination of Br?nsted acid (carboxylic acid) and Lewis acid (MgBr2) was unique in catalyzing the desired glycosylation reaction. Thus, it was concluded that the two acids act synergistically to catalyze the desired transformation. The role of the catalytic components was tested with a number of control reactions and based on these studies a mechanism is proposed herein.