40010-17-1

Basic information

• Product Name: 2,3,4-tri-O-benzoylpentopyranosyl bromide
• CAS NO: 40010-17-1
• Molecular Formula: C₂₆H₂₁BrO₇
• Molecular Weight: 525.3447
• Mol File: 40010-17-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 619.1°C at 760 mmHg
• Flash Point: 328.2°C
• Density: 1.49g/cm³
• Vapor Pressure: 2.95E-15mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 2,3,4-tri-O-benzoylpentopyranosyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-tri-O-benzoylpentopyranosyl bromide(40010-17-1)
• EPA Substance Registry System: 2,3,4-tri-O-benzoylpentopyranosyl bromide(40010-17-1)

Safety Data

• Hazardous Substances Data: 40010-17-1(Hazardous Substances Data)

Usage

Derivative of glucose

A compound that is structurally derived from glucose, a simple sugar and primary source of energy in living organisms.

Belongs to the class of pyranose compounds

A classification that groups 2,3,4-tri-O-benzoylpentopyranosyl bromide with other compounds that have a six-membered oxygen-containing ring structure similar to that of glucose.

Three benzoyl groups attached

The presence of three benzoyl groups (a benzene ring with a carbonyl group) that are attached to the pentopyranosyl ring, which contributes to the compound's structure and properties.

Bromine atom attached to the carbon atom

A bromine atom is attached to a carbon atom of the pentopyranosyl ring, which can be important for the compound's reactivity and applications in organic synthesis.

Used as a protecting group for hydroxyl functional groups in carbohydrates

In organic synthesis, 2,3,4-tri-O-benzoylpentopyranosyl bromide can temporarily block hydroxyl groups, preventing unwanted reactions and allowing for selective modification of other functional groups in carbohydrate molecules.

Precursor in the synthesis of various glycosides and glycoconjugates

As a starting material, 2,3,4-tri-O-benzoylpentopyranosyl bromide can be used to synthesize a variety of glycosides (compounds formed by the linkage of two sugar molecules) and glycoconjugates (compounds with a carbohydrate part and a non-carbohydrate part).

Potential applications in medicinal and pharmaceutical chemistry

Due to its unique structure and reactivity, 2,3,4-tri-O-benzoylpentopyranosyl bromide may have applications in the development of new drugs and therapies, as well as in the modification and improvement of existing ones.

Upstream product

• 30319-42-7 1,2,3,4-tetra-O-benzoyl-α-D-arabinopyranose 
• 22434-99-7 1,2,3,4-tetra-O-benzoyl-β-D-arabinopyranose 
• 377075-27-9 1,2,3,4-tetra-O-benzoyl-D-arabinopyranose 
• 28697-53-2 D-arabinopyranose 
• 98-88-4 benzoyl chloride 
• 7473-43-0 tetra-O-benzoyl-β-D-ribopyranose 
• 909273-47-8 O²,O³,O⁴-Tribenzoyl-β-D-ribopyranose 
• 10257-32-6 D-ribose 
• 372515-38-3 1',2',3',4'-tetra-O-benzoyl-L-lyxopyranose 

Downstream Products

• 6638-76-2 methyl tri-O-benzoyl-α-D-arabinopyranoside 
• 186697-05-2 benzyl 2,3,4-tri-O-benzoyl-α-D-arabinopyranoside 
• 6638-76-2 methyl 2,3,4-tri-O-benzoyl-β-D-ribopyranoside 
• 34000-09-4 ethyl-(tri-O-benzoyl-β-D-ribopyranoside) 
• 7473-43-0 tetra-O-benzoyl-β-D-ribopyranose 
• 13035-46-6 benzyl-(tri-O-benzoyl-β-D-ribopyranoside) 
• 13035-43-3 tri-O-benzoyl-β-D-ribopyranosyl chloride 
• 19231-16-4 5-Chlor-3-<1'-(2',3',4'-tri-O-benzoyl-β-D-ribopyranosyl)>-2-benzoxazolon 
• 19231-24-4 5-fluoro-3-(tri-O-benzoyl-β-D-ribopyranosyl)-3H-benzooxazol-2-one 
• 19231-18-6 6-nitro-3-(tri-O-benzoyl-β-D-ribopyranosyl)-3H-benzooxazol-2-one 
• 19231-15-3 5,6-Dinitro-3-<1'-(2',3',4'-tri-O-benzoyl-β-D-ribopyranosyl)>-2-benzoxazolon 
• 19231-23-3 5-Chlor-6-brom-3-<1'-(2',3',4'-tri-O-benzoyl-β-D-ribopyranosyl)>-2-benzoxazolon 
• 19231-21-1 5,6-Dichlor-3-<1'-(2',3',4'-tri-O-benzoyl-β-D-ribopyranosyl)>-2-benzoxazolon 
• 93173-25-2 2,3,4-Tri-O-benzoyl-α-D-arabinopyranosyl isothiocyanate 

Relevant articles and documents

Herbivore-Induced (Z)-3-Hexen-1-ol is an Airborne Signal That Promotes Direct and Indirect Defenses in Tea (Camellia sinensis) under Light

Tea (Camellia sinensis) is the most popular nonalcoholic beverage worldwide. During cultivation, tea plants are susceptible to herbivores and pathogens, which can seriously affect tea yield and quality. A previous report showed that (Z)-3-hexenol is a pot

Metal complexation of a D -ribose-based ligand decoded by experimental and theoretical studies

A combination of experimental and theoretical methods have been used to elucidate the complexation properties of a new sugar-derived hexadentate ligand, namely methyl 2,3,4-tri-O-(2-picolyl)-β-D-ribopyranoside (L). The coordination bond lengths in the complexes with MnII, Co II, NiII, and ZnII show substantial deviations from ideal octahedra with deformation towards trigonal-prismatic geometries, which is indicative of a conformationally constrained ligand. The metal-cation-ligand interactions were studied for L and the acyclic analogue L' [1,2,3-tri-O-(2-picolyl)-1,2,3-propanetriol] by spectroscopic methods and isothermal calorimetric titrations for the series MnII, Co II, NiII, ZnII, and CuII. The results indicate a stabilization of the complexes obtained with L compared with L', depending on the nature of the metal. Molecular modeling studies showed that the presence of the sugar moiety strongly favors conformations compatible with metal binding, which suggests an entropic origin of the stabilization of L complexes with regards to L' complexes. Moreover, the differences in the metal chelation profiles of L and L' are related to the constraints in the sugar group in the metal-bound structures. This study shows that foreseeing the degree of preorganization of flexible ligands may drive the design of a new generation of chelating compounds. A new sugar-derived ligand, with its coordination site embedded in a pyranoside cycle in the chair conformation, has been designed. Its transition-metal complexes were characterized by experimental and complexation methods and revealed a dramatic impact of the preorganization and complementarity of the carbohydrate scaffold on the metal binding.