13035-44-4

Usage

Derivative of pentopyranoside

2,3,4-tri-O-benzoylpentopyranosyl bromide is a chemical compound that is derived from pentopyranoside, a type of carbohydrate.

Building block for complex molecules

It is commonly used in organic synthesis as a building block for the creation of various complex molecules.

Reacts with other organic molecules

2,3,4-tri-O-benzoylpentopyranosyl bromide is known for its ability to react with other organic molecules to form new bonds and create larger, more elaborate chemical structures.

Distinctive benzoyl groups

Its distinctive benzoyl groups make it a useful reagent for selective chemical reactions.

Upstream product

• 10257-32-6 D-ribose 
• 372515-38-3 1',2',3',4'-tetra-O-benzoyl-L-lyxopyranose 
• 909273-47-8 O²,O³,O⁴-Tribenzoyl-β-D-ribopyranose 
• 7473-43-0 tetra-O-benzoyl-β-D-ribopyranose 

Downstream Products

• 13035-48-8 tri-O-benzoyl-α-D-ribopyranosyl bromide 
• 1239883-54-5 propargyl 2,3,4-tri-O-benzoyl-β-D-ribopyranoside 
• 108438-29-5 methyl 3,4-di-O-benzoyl-2-O-(2,3,4-tri-O-benzoyl-α-L-lyxopyranosyl)-α-L-rhamnopyranoside 
• 93173-25-2 2,3,4-Tri-O-benzoyl-α-D-arabinopyranosyl isothiocyanate 
• 950762-02-4 4-formylphenyl (2,3,4-tri-O-benzoyl)-β-D-ribopyranoside 
• 29581-29-1 O³-benzoyl-O¹,O²,O⁴-phenylmethanetriyl-α-D-ribopyranose 
• 32087-42-6 O³-acetyl-O¹,O²,O⁴-phenylmethanetriyl-α-D-ribopyranose 
• 34368-58-6 O¹,O²,O⁴-phenylmethanetriyl-α-D-ribopyranose 
• 13035-47-7 tri-O-benzoyl-α-D-ribopyranosyl chloride 
• 14218-06-5 tri-O-benzoyl-1,5-anhydro-ribitol 
• 909273-47-8 O²,O³,O⁴-Tribenzoyl-β-D-ribopyranose 
• 905918-15-2 (1'R,3'S)-2',2'-dichloro-3'-hydroxycyclobutyl 2,3,4-tri-O-benzoyl-β-D-ribopyranoside 
• 905918-07-2 vinyl 2,3,4-tri-O-benzoyl-β-D-ribopyranoside 
• 905918-23-2 formyl 2,3,4-tri-O-benzoyl-β-D-ribopyranoside 

Relevant academic research and scientific papers

Synthesis of Functionalized 2-(4-Hydroxyphenyl)-3-methylbenzofuran Allosteric Modulators of Hsp90 Activity

Hsp90 is a molecular chaperone that plays a pivotal role in the cell life cycle. ATP-regulated internal dynamics are critical to Hsp90 function and we recently demonstrated that these dynamics can be modulated in an allosteric fashion; the protein C-terminal domain (CTD) can be effectively targeted with a family of 2-phenyl-benzofuran derivatives. Here we describe the expansion of the initial library, reporting 28 new derivatives that explore the chemical space at opposite ends of the benzofuran scaffold. Interactions of the compounds with a full-length protein homolog were explored by Saturation Transfer Difference (STD) NMR spectroscopy. In this context we also report the interaction epitope of Novobiocin, a known CTD inhibitor.

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.