57378-89-9

Basic information

• Product Name: 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide
• Synonyms: 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide
• CAS NO: 57378-89-9
• Molecular Weight: 483.402
• Mol File: 57378-89-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide(57378-89-9)
• EPA Substance Registry System: 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide(57378-89-9)

Safety Data

• Hazardous Substances Data: 57378-89-9(Hazardous Substances Data)

Upstream product

• 91110-24-6 Acetic acid (2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl ester 
• 16838-89-4 2,3,5-tri-O-benzyl-D-ribofuranose 
• 51450-29-4 2,3,5-tri-O-benzyl-1-O-(p-nitrobenzoyl)-β-D-ribofuranose 

Downstream Products

• 79063-57-3 3-((3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-6-nitro-1H-indole 
• 76567-69-6 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin 
• 76567-68-5 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin 
• 64609-35-4 4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin 
• 64609-34-3 4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin 
• 1191237-69-0 (2R,3R,4S,5R)?2?(4?aminopyrrolo[1,2?f][1,2,4]triazin?7?yl)?3,4?dihydroxy?5?(hydroxymethyl)tetrahydrofuran?2?carbonitrile 
• 158227-80-6 7-((2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-tetrahydrofuran-2-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine 
• 58-61-7 adenosine 
• 66281-87-6 5-Methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin-4(3H)-on 
• 75124-29-7 5-Methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin-4(3H)-on 
• 99512-54-6 4-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-4-oxo-butyric acid methyl ester 
• 14365-88-9 3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-purin-6-ylamine 
• 412909-27-4 9-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamine 

Relevant articles and documents

Chemical investigations in the synthesis of O-serinyl aminoribosides

Glycosylation involving d-ribose derivatives and various N-protected tert-butyl l-serinates can be achieved efficiently by careful choice of the activation method at the anomeric position and of the Lewis acid promoter. The conditions described allow the major formation of the β-anomer required for further elaboration to liposidomycin and caprazamycin analogues.

Synthesis of C-Nucleosides via Radical Coupling Reaction

Photolysis of O-acyl derivatives of N-hydroxy-2-thiopyridone, prepared from tetrahydrofuran-2-carboxylic acid, D-ribofuranosylmethanoic acid, and D-ribopyranosylmethanoic acid, gave the corresponding C-nucleoside derivatives in the presence of heteroaromatic compounds via radical pathways.The essential step in this method is a radical coupling reaction of D-ribofuranosyl radical or D-ribopyranosyl radical and some heteroaromatic bases.This is a new method for the preparation of C-nucleosides using sugar carboxylic acids.