23276-32-6

Basic information

• Product Name: 1-O-Benzyl-2-O,3-O-isopropylidene-β-D-ribofuranose
• Synonyms: 1-O-Benzyl-2-O,3-O-isopropylidene-β-D-ribofuranose;Benzyl 2-O,3-O-isopropylidene-β-D-ribofuranoside
• CAS NO: 23276-32-6
• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.3163
• Mol File: 23276-32-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 398.6°Cat760mmHg
• Flash Point: 194.8°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 4.56E-07mmHg at 25°C
• Refractive Index: 1.559
• CAS DataBase Reference: 1-O-Benzyl-2-O,3-O-isopropylidene-β-D-ribofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-Benzyl-2-O,3-O-isopropylidene-β-D-ribofuranose(23276-32-6)
• EPA Substance Registry System: 1-O-Benzyl-2-O,3-O-isopropylidene-β-D-ribofuranose(23276-32-6)

Safety Data

• Hazardous Substances Data: 23276-32-6(Hazardous Substances Data)

Usage

Type of compound

chemical compound

Derivative of

ribofuranose (a type of sugar)

Common usage

organic synthesis and carbohydrate chemistry

Characterized by

a benzyl group attached to the 1-position of the ribofuranose ring, and an isopropylidene group at the 2and 3-positions

Function

protecting group for the hydroxyl (OH) functional groups on the ribofuranose ring in chemical reactions

Role

important intermediate in the synthesis of various nucleosides, nucleotides, and other bioactive compounds.

InChI:InChI=1/C15H20O5/c1-15(2)19-12-11(8-16)18-14(13(12)20-15)17-9-10-6-4-3-5-7-10/h3-7,11-14,16H,8-9H2,1-2H3

Upstream product

• 100-44-7 benzyl chloride 
• 869354-98-3 benzyl 2,3: 5,6-di-O-isopropylidene-D-mannofuranoside 
• 869353-20-8 benzyl 2,3-O-isopropylidene-D-mannofuranoside 
• 1042431-16-2 (3aS,4S,6aS)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbaldehyde 
• 532-20-7 D-Ribose 
• 67-64-1 acetone 
• 100-51-6 benzyl alcohol 
• 50-69-1 D-ribose 
• 54946-48-4 benzyl-β-D-ribofuranoside 
• 10257-32-6 D-ribose 
• 77-76-9 2,2-dimethoxy-propane 
• 3458-28-4 D-Mannose 

Downstream Products

• 70209-12-0 benzyl 2,3-O-isopropylidene-5-O-triflyl-β-D-ribofuranoside 
• 64035-93-4 3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester 
• 155681-03-1 benzyl 2,3-O-isopropylidene-β-D-ribo-pentodialdo-1,4-furanoside 
• 189275-81-8 {[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-hydroxy-phosphorylmethyl}-phosphonic acid mono-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl) ester 
• 75100-21-9 benzyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside 
• 740805-29-2 (2S,3aS,4S,5R,6S)-4,5-isopropylidenedioxy-6-methyl-2-phenoxyhexahydropyrrolo[1,2-b]isoxazole 
• 740805-34-9 (2S,3S,4R,5S)-1-benzyl-3,4-isopropylidenedioxy-5-methylpyrrolidinemethylpyrrolidine-2-ethanol 
• 740805-35-0 2-((3aS,4S,6S,6aR)-5-Benzyl-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl)-N-hydroxy-acetamide 
• 740805-33-8 phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate 
• 740805-39-4 diethyl (2S,3S,4R,5S)-2'-(N-benzyloxycarbonyl-3,4-isopropylidenedioxy-5-methylpyrrolidin-2-yl)ethanephosphonate 
• 1314088-78-2 ethyl (2S,3S,4R,5S)-1-benzyl-3,4-isopropylidenedioxy-5-methylpyrrolidine-2-acetate 
• 1314088-64-6 benzyl 5-bromo-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside 

Relevant articles and documents

Structure-property relationships of ribose based ionic liquids

The authors of this work have successfully synthesized a broad choice of new ribose based ionic liquids, using several varying protecting groups (methyl, ethyl, allyl and benzyl) at the various positions of the carbohydrate, as well as different quarternised N-heterocycles and different anions. These consistent variations of the carbohydrate based ionic liquids (CHILs) enabled an extensive structure-property relationship study of thermal properties, allowing the authors to prove existing trends and to find a correlation between the decomposition temperature and the structure of the CHILs.

Synthesis of 4-amino-4,5-dideoxy-L-lyxofuranose derivatives and their evaluation as fucosidase inhibitors

The nitrone 4 (4,5-dideoxy-4-hydroxylamino-3,4-O-isopropylidene-L- lyxofuranose) was synthesised from d-ribose and used as key intermediate for the preparation of fucosidase inhibitors. We describe two transformations of 4. Hydrolysis with aqueous sulfur

Method for producing a beta-D-ribofuranose derivative or an optical isomer thereof

The invention provides a method for efficiently producing β-D-ribofuranose derivatives or optical isomers thereof, useful as synthetic intermediates of pharmaceutical nucleic acid-series products. The method comprises a step of producing 1-O-benzyl-β-D-ri