9-(2-deoxy-2-fluoro-α-D-arabinofuranosyl)adenine

Base Information

• Chemical Name: 9-(2-deoxy-2-fluoro-α-D-arabinofuranosyl)adenine
• CAS No.: 20187-82-0
• Molecular Formula: C₁₀H₁₂FN₅O₃
• Molecular Weight: 269.235
• Mol file: 20187-82-0.mol

Synonyms:9-(2-deoxy-2-fluoro-α-D-arabinofuranosyl)adenine

Chemical Property of 9-(2-deoxy-2-fluoro-α-D-arabinofuranosyl)adenine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(2-deoxy-2-fluoro-α-D-arabinofuranosyl)adenine

There total 89 articles about 9-(2-deoxy-2-fluoro-α-D-arabinofuranosyl)adenine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

2'-Deoxy-2'-fluoro-3',5'-di-O-benzyladenosine (137965-15-2) → 2'-fluorodeoxyadenosine (20187-82-0,20227-41-2,64183-27-3,123334-75-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 2585.7 Torr;

DOI:10.1021/jo00028a030

Reference yield: 82.0%

adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + 2'-deoxy-2'-fluorouridine (56287-17-3,69123-94-0,784-71-4) → 2'-fluorodeoxyadenosine (20187-82-0,20227-41-2,64183-27-3,123334-75-8)

Guidance literature:

In water; at 37 ℃; for 408h; thymidine phosphorylase, purine nucleoside phosphorylase, phosphate buffer, pH 7;

DOI:10.1021/jm00053a015

Reference yield: 74.0%

6-chloro-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)purine (150863-84-6) → 2'-fluorodeoxyadenosine (20187-82-0,20227-41-2,64183-27-3,123334-75-8)

Guidance literature:

With ammonia; at 40 ℃; bomb;

DOI:10.1080/15257779408013260

upstream raw materials:

2'-Deoxy-2'-fluoro-3',5'-di-O-benzyladenosine

adenine

2'-deoxy-2'-fluorouridine

N-(9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide

Downstream raw materials:

2'-deoxy-2'-fluoroadenosine 5'-monophosphate

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)adenine 5'-monophosphate

N-(9-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide

N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-4-[2-cyanoethoxy-(diisopropylamino)phosphanyl]oxy-3-fluoro-tetrahydrofuran-2-yl]purin-6-yl]benzamide

Refernces

• 1、 -. "ANTIVIRAL DRUG". Paragraph 0184; 0185; 0188; 0189. . Retrieved 2020/11/03.
• 2、 Qiu, Xiaoxia,Huang, Yiyou,Wu, Deyan,Mao, Fei,Zhu, Jin,Yan, Wenzhong,Luo, Hai-Bin,Li, Jian. "Discovery of novel purine nucleoside derivatives as phosphodiesterase 2 (PDE2) inhibitors: Structure-based virtual screening, optimization and biological evaluation". . p. 119 - 133. Retrieved 2017/11/30.