51255-12-0

Basic information

• Product Name: D-erythro-Pentofuranose, 2-deoxy-, 1-acetate 3,5-dibenzoate
• Synonyms: D-erythro-Pentofuranose, 2-deoxy-, 1-acetate 3,5-dibenzoate;2-Deoxy-D-erythro-pentofuranose 1-Acetate 3,5-Dibenzoate
• CAS NO: 51255-12-0
• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.38
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 51255-12-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 98-100?C
• Boiling Point: 504.9°C at 760 mmHg
• Flash Point: 220.3°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 2.56E-10mmHg at 25°C
• Refractive Index: 1.58
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Dichloromethane (Slightly), Ethanol (Slightly), Methanol
• CAS DataBase Reference: D-erythro-Pentofuranose, 2-deoxy-, 1-acetate 3,5-dibenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: D-erythro-Pentofuranose, 2-deoxy-, 1-acetate 3,5-dibenzoate(51255-12-0)
• EPA Substance Registry System: D-erythro-Pentofuranose, 2-deoxy-, 1-acetate 3,5-dibenzoate(51255-12-0)

Safety Data

• Hazardous Substances Data: 51255-12-0(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

1-Acetyl-2-deoxy-3,5-di-O-benzoylribofuranose can be used as a useful synthetic intermediate for the production of antiviral and anticancer research chemicals.

InChI:InChI=1/C21H20O7/c1-14(22)26-19-12-17(28-21(24)16-10-6-3-7-11-16)18(27-19)13-25-20(23)15-8-4-2-5-9-15/h2-11,17-19H,12-13H2,1H3/t17-,18+,19?/m0/s1

Upstream product

• 95041-53-5 3,5-Di-O-benzoyl-2-desoxy-D-ribose 
• 108-24-7 acetic anhydride 
• 108647-88-7 ((2R,3S)-3-(benzoyloxy)-5-methoxytetrahydrofuran-2-yl)methyl benzoate 
• 112137-63-0 3,5-di-O-benzoyl-2-deoxy-D-ribofuranoside 
• 164145-69-1 1(S)-[(2R)-1,4-dioxaspiro[4.5]decanyl]-3-buten-1-ol 

Downstream Products

• 35898-30-7 C₂₄H₂₂N₂O₇ 
• 374627-80-2 1-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-isopropyl-4-(trifluoromethyl)-1H-pyrimidin-2-one 
• 1343405-32-2 C₂₅H₁₈ClN₅O₅ 
• 20963-97-7 C₂₃H₂₁N₃O₆ 
• 958-09-8 2'-deoxy-D-adenosine 
• 3413-66-9 α-deoxyadenosine 
• 951-77-9 2'-Deoxycytidine 
• 137121-87-0 α/β-D-thymidine 
• 10356-76-0 5-fluoro-2'-deoxycytidine 
• 20838-22-6 C₂₄H₂₁N₅O₅ 

Relevant articles and documents

Iron-Catalyzed Radical Cleavage/C?C Bond Formation of Acetal-Derived Alkylsilyl Peroxides

A novel radical-based approach for the iron-catalyzed selective cleavage of acetal-derived alkylsilyl peroxides, followed by the formation of a carbon–carbon bond is reported. The reaction proceeds under mild reaction conditions and exhibits a broad substrate scope with respect to the acetal moiety and the carbon electrophile. Mechanistic studies suggest that the present reaction proceeds through a free-radical process involving carbon radicals generated by the homolytic cleavage of a carbon–carbon bond within the acetal moiety. A synthetic application of this method to sugar-derived alkylsilyl peroxides is also described.

Synthesis of phosphonate analogues of 2-deoxyribose-1-phosphate

Phosphonate derivatives of 2-deoxyribose have been synthesized for the first time, by Lewis acid-mediated reaction of glycosyl donors with diisopropylhydroxymetylphosphonate for compounds 2 or with triisopropyl phosphite for compounds 3. Although, the selectivity of the reaction was moderate, in both cases the α-glycosides were predominantly obtained.