402758-89-8

Basic information

• Product Name: (2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran
• Synonyms: (2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran
• CAS NO: 402758-89-8
• Molecular Weight: 746.898
• Mol File: 402758-89-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran(402758-89-8)
• EPA Substance Registry System: (2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran(402758-89-8)

Safety Data

• Hazardous Substances Data: 402758-89-8(Hazardous Substances Data)

Upstream product

• 329360-22-7 1-O-methyl-3,5-di-O-benzyl-α-D-arabinofuranose 
• 278796-50-2 p-cresyl 2,3,5-tri-O-benzyl-1-thio-D-arabinofuranoside 
• 205485-61-6 2-((3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylsulfanyl)-pyridine 
• 60933-68-8 3,4,6-tri-O-benzyl-β-D-arabinofuranoside 
• 62255-44-1 1-O-acetyl-2,3,5-tris-O-(benzyl)-α, β-D-arabinofuranose 
• 160549-10-0 2,3,5-tri-O-benzyl-D-arabinofuranose 

Relevant articles and documents

Influence of Steric Crowding on Diastereoselective Arabinofuranosylations

The occurrence of arabinofuranosides on the cell surface of Mycobacterium tuberculosis (Mtb) and their significance in controlling disease spurred interest in developing strategies for their diastereoselective synthesis. Mtb uses enzymes to achieve diastereoselectivity through noncovalent interactions. Of the two possible glycosidic linkages, chemically, 1,2-trans linkage is relatively easy to synthesize by taking advantage of neighboring group participation, whereas synthesis of the 1,2-cis linkage is notoriously difficult. In this article, stereochemical effects on the diastereoselectivity of arabinofuranosidation are investigated with thiopyridyl, imidate, and thiotolyl donors as well as differently crowded glycosyl acceptors; subtle differences in the stereochemical environment of the acceptors were observed to alter the diastereoselectivity of the furanoside formation. Results from this endeavor suggest that 1,2-cis arabinofuranosides can be synthesized conveniently by conducting the reaction at lower temperature on sterically demanding and less reactive substrates.

Acceptor-dependent stereoselective glycosylation: 2′-CB glycoside-mediated direct β-D-arabinofuranosylation and efficient synthesis of the octaarabinofuranoside in mycobacterial cell wall

(Chemical Equation Presented) A reliable and generally applicable direct method for the stereoselective β-arabinofuranosylation employing a 2′-carboxybenzyl arabinofuranoside as the glycosyl donor has been established. The acyl-protective group on glycosy