144924-99-2

Basic information

• Product Name: N6-Benzoyl-2'-fluoro-2'-deoxyarabinoadenosine
• Synonyms: N6-Benzoyl-2'-fluoro-2'-deoxyarabinoadenosine
• CAS NO: 144924-99-2
• Molecular Formula: C17H16FN5O4
• Molecular Weight: 373.344
• Mol File: 144924-99-2.mol
• Article Data: 4

Chemical Properties

• Density: 1.67±0.1 g/cm3(Predicted)
• CAS DataBase Reference: N6-Benzoyl-2'-fluoro-2'-deoxyarabinoadenosine(CAS DataBase Reference)
• NIST Chemistry Reference: N6-Benzoyl-2'-fluoro-2'-deoxyarabinoadenosine(144924-99-2)
• EPA Substance Registry System: N6-Benzoyl-2'-fluoro-2'-deoxyarabinoadenosine(144924-99-2)

Safety Data

• Hazardous Substances Data: 144924-99-2(Hazardous Substances Data)

Usage

General Description

N6-Benzoyl-2'-fluoro-2'-deoxyarabinoadenosine is a synthetic chemical compound that belongs to the class of nucleoside analogs. It is a modified form of adenosine, where the hydroxyl group at the 2' position is replaced with a fluorine atom and the N6 position is attached to a benzoyl group. N6-Benzoyl-2'-fluoro-2'-deoxyarabinoadenosine has potential applications in medicinal chemistry and drug development, particularly in the design of antiviral and anticancer agents. Its modified structure allows for enhanced interactions with target enzymes and receptors, which may result in improved pharmacological properties. Research on the biological activity and potential therapeutic uses of N6-Benzoyl-2'-fluoro-2'-deoxyarabinoadenosine is ongoing, with the hope of finding new treatments for various diseases.

Upstream product

• 97614-43-2 1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose 
• 97614-44-3 2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide 
• 31085-57-1 O^3',O^5',N⁶-Tritrityladenosine 
• 58-61-7 adenosine 
• 135473-17-5 N⁶-benzoyl-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)adenine 
• 4005-49-6 N-benzoyladenine 
• 20187-82-0 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)adenine 
• 98-88-4 benzoyl chloride 

Downstream Products

• 226415-08-3 N-(9-((2R,3S,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-fluoro-4-hydroxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide 
• 1172119-74-2 C₂₇H₃₄FN₇O₅ 
• 1412911-80-8 C₂₉H₄₄FN₅O₄Si₂ 
• 1412911-81-9 C₂₃H₂₈FN₅O₅Si 
• 1412911-85-3 C₁₇H₁₄FN₅O₅ 
• 1048373-98-3 C₂₃H₃₀FN₅O₄Si 
• 4546-72-9 N₆-benzoyl-2'-deoxyadenosine 
• 204633-64-7 Methanesulfonic acid (2R,3R,4S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-fluoro-tetrahydro-furan-3-yl ester 
• 204633-62-5 9-{(2R,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-fluoro-2,5-dihydro-furan-2-yl}-9H-purin-6-ylamine 
• 110143-10-7 iodenosine 
• 64325-78-6 N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine 

Relevant articles and documents

Synthesis of Rovafovir Etalafenamide (Part IV): Evolution of the Synthetic Process to the Fluorinated Nucleoside Fragment

Fluorinated nucleoside 1 is a key starting material in the synthesis of rovafovir etalafenamide (2), a novel nucleotide reverse transcriptase inhibitor under development at Gilead Sciences for the treatment of HIV. While an initial manufacturing route enabled the production of 1 to support clinical development, alternative approaches were explored to further enhance manufacturing effectiveness, improve processing time, reduce cost, and minimize the environmental impact. Toward this end, two new routes were developed to a key synthetic intermediate, which was converted to 1 using a new protecting group strategy. The new chemistry led to improvements in the manufacturing process while reducing the overall process mass intensity (PMI).

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