2691-71-6

Basic information

• Product Name: 1-(3,5-di-O-benzoyl-2-deoxypentofuranosyl)-5-fluoropyrimidine-2,4(1H,3H)-dione
• CAS NO: 2691-71-6
• Molecular Formula: C₂₃H₁₉FN₂O₇
• Molecular Weight: 454.4046
• Mol File: 2691-71-6.mol
• Article Data: 6

Chemical Properties

• Density: 1.45g/cm³
• Refractive Index: 1.632
• CAS DataBase Reference: 1-(3,5-di-O-benzoyl-2-deoxypentofuranosyl)-5-fluoropyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,5-di-O-benzoyl-2-deoxypentofuranosyl)-5-fluoropyrimidine-2,4(1H,3H)-dione(2691-71-6)
• EPA Substance Registry System: 1-(3,5-di-O-benzoyl-2-deoxypentofuranosyl)-5-fluoropyrimidine-2,4(1H,3H)-dione(2691-71-6)

Safety Data

• Hazardous Substances Data: 2691-71-6(Hazardous Substances Data)

Usage

General Description

1-(3,5-di-O-benzoyl-2-deoxypentofuranosyl)-5-fluoropyrimidine-2,4(1H,3H)-dione is a chemical compound that is made up of a 5-fluoropyrimidine-2,4(1H,3H)-dione core with a 1-(3,5-di-O-benzoyl-2-deoxypentofuranosyl) substituent. 1-(3,5-di-O-benzoyl-2-deoxypentofuranosyl)-5-fluoropyrimidine-2,4(1H,3H)-dione is a nucleoside analog that is often used in the development of antiviral and anticancer drugs. The 5-fluoropyrimidine-2,4(1H,3H)-dione core is responsible for inhibiting the synthesis of DNA and RNA, which can help to suppress the growth of cancer cells and certain viral infections. Additionally, the 1-(3,5-di-O-benzoyl-2-deoxypentofuranosyl) substituent enhances the compound's stability and bioavailability, making it an effective and potent therapeutic agent.

Upstream product

• 182004-60-0 3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]-5-fluorouridine 
• 145828-13-3 α-D-1,3,5-tri-O-benzoyl-2-O-[3-(trifluoromethyl)benzoyl]ribofuranose 
• 22224-41-5 1,3,5-tri-O-benzoyl-α-D-ribofuranoside 
• 769-78-8 vinyl benzoate 
• 50-91-9 5-Fluoro-2'-deoxyuridine 
• 98-88-4 benzoyl chloride 
• 41545-90-8 1-(O³,O⁵-dibenzoyl-α-L-erythro-2-deoxy-pentofuranosyl)-1H-pyrimidine-2,4-dione 

Downstream Products

• 50-91-9 5-Fluoro-2'-deoxyuridine 

Relevant articles and documents

High purity 5 - fluoro - deoxy uracil nucleoside preparation method

The invention discloses a preparation method of high-purity 5-fluro-deoxyuridine. The preparation method comprises the following steps: (A) mixing a 5-fluro-deoxyuridine derivative as shown in a structural formula B and a reagent capable of removing hydroxyl protecting groups, and reacting at the temperature of 5-40 DEG C, thereby obtaining a reaction system A; (B) dissolving the reaction system A in an organic solvent, and crystallizing at the temperature of 0-15 DEG C, thereby obtaining the 5-fluro-deoxyuridine as shown in a structural formula A. The reagent for removing the hydroxyl protecting groups is selected from ammonia water and methanol amine, an aqueous solution of sodium hydroxide and potassium hydroxide, glacial acetic acid, trifluoroacetic acid or tetrabutylammonium fluoride.

Stereocontrolled Syntheses of Deoxyribonucleosides via Photoinduced Electron-Transfer Deoxygenation of Benzoyl-Protected Ribo- and Arabinonucleosides

The stereocontrolled, de novo syntheses of β-2′-deoxy-, α-2′-deoxy-, β-3′-deoxy-, and β-2′,3′-dideoxyribonucleosides are described. Strategically protected ribose, arabinose, and xylose glycosylation precursors were synthesized bearing C2-esters capable of directing Vorbrueggen glycosylation. The key step is the regioselective deoxygenation of the desired hydroxyl group as either the benzoyl- or 3-(trifluoromethyl)benzoyl derivative. This deoxygenation is accomplished via a photoinduced electron-transfer (PET) mechanism using carbazole derivatives as the photosensitizer. The syntheses of the desired deoxynucleoside generally proceed in three steps from a common, readily available precursor.

Stereocontrolled de novo synthesis of β-2'-deoxyribonucleosides

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