39809-36-4

Basic information

• Product Name: 2,3-O-benzylidene-β-D-ribofuranose
• CAS NO: 39809-36-4
• Molecular Weight: 238.24
• Mol File: 39809-36-4.mol

Chemical Properties

• CAS DataBase Reference: 2,3-O-benzylidene-β-D-ribofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-O-benzylidene-β-D-ribofuranose(39809-36-4)
• EPA Substance Registry System: 2,3-O-benzylidene-β-D-ribofuranose(39809-36-4)

Safety Data

• Hazardous Substances Data: 39809-36-4(Hazardous Substances Data)

Upstream product

• 50-69-1 D-ribose 
• 100-52-7 benzaldehyde 
• 532-20-7 D-Ribose 
• 36468-53-8 β-D-ribofuranose 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 119155-92-9 Phosphoric acid (2S,3aR,4R,6R,6aR)-6-hydroxy-2-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester diphenyl ester 
• 93132-86-6 α-D-ribose 1,5-diphosphate, cyclohexylamine salt (1:1) 
• 93132-86-6 β-D-ribose 1,5-diphosphate, cyclohexylamine salt (3:10) 
• 119155-93-0 Acetic acid (2S,3aR,4S,6R,6aR)-6-(diphenoxy-phosphoryloxymethyl)-2-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester 
• 119155-94-1 Phosphoric acid (2S,3aR,4R,6aR)-6-bromo-2-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester diphenyl ester 
• 119240-37-8 Acetic acid (2S,3R,4S,5R)-5-(diphenoxy-phosphoryloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl ester 
• 93132-86-6 O¹,O⁵-diphosphono-α-D-ribofuranose; compound with cyclohexylamine 
• 129163-71-9 tert-butyldimethylsilyl 2-3-O-benzylidene-α-D-ribofuranoside 
• 129163-74-2 tert-butyldimethylsilyl 2-3-O-benzylidene-β-D-ribofuranoside 

Relevant articles and documents

Alkynylation of Pentose Derivatives with Stereochemical Fidelity: Implications for the Regioselectivity of Alkynyl Diol Cycloisomerizations to Cyclic Enol Ethers

This work characterizes a previously undetected epimerization in the preparation of alkynyl diols from pentose precursors utilizing the Ohira-Bestmann reagent. Lithium trimethylsilyldiazomethane (Colvin reagent) additions to the d-ribose and d-lyxose-derived benzylidene acetals provide the respective alkynyl diol stereoisomers, without epimerization. Regioselective tungsten-catalyzed cycloisomerizations of the d-ribose- and d-lyxose-derived alkynyl diols yield rigid bicyclic pyranose glycals, confirming the stereochemical fidelity of the Colvin alkynylation process.

Pyridine Nucleosides Neopetrosides A and B from a Marine Neopetrosia sp. Sponge. Synthesis of Neopetroside A and Its β-Riboside Analogue

Neopetrosides A (1) and B (2), new naturally occurring ribosides of nicotinic acid with extremely rare α-N-glycoside linkages and residues of p-hydroxybenzoic and pyrrole-2-carboxylic acids attached to C-5′, were isolated from a marine Neopetrosia sp. spo

Synthesis of differently protected 1-C-methyl-ribofuranoses intermediates for the preparation of biologically active 1'-C-methyl-ribonucleosides

Starting from D-ribose, differently protected 1-C-methyl-D-ribofuranoses have been prepared as intermediates for the synthesis of variously modified 1'-C-methyl-ribonucleosides, a class of compounds potentially endowed with interesting biological activity.

SYNTHESIS OF PHOSPHATE AND PHOSPHATES ISOSTERES OF FURANOSE SUGARS AS POTENTIAL ENZYME INHIBITORS

Various D-furanose monosaccharides were synthesized as possible inhibitors of the gluconeogenic enzyme fructose 1,6-bisphosphatase.These included sulfamate, phosphoramidate, and epoxy analogues of the natural substrate, fructose 1,6-diphosphate (1), and arabinose and ribose analogues of a natural inhibitor, fructose 2,6-diphosphate (2).NMR studies were conducted to establish the stereochemistry of phosphate displacement at Cl in the synthesis of arabinose 1-phosphate derivatives. β-Ribose 1,5-diphosphate (35b) was prepared with >95 percent stereoselectivity.