2'-fluoro-5-methylarabino-furanosylcytosine

Base Information

• Chemical Name: 2'-fluoro-5-methylarabino-furanosylcytosine
• CAS No.: 78636-53-0
• Molecular Formula: C₁₀H₁₄FN₃O₄
• Molecular Weight: 259.237
• Mol file: 78636-53-0.mol

Synonyms:2’-fluoro-5-methylarabino-furanosylcytosine;2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-methyl-

Chemical Property of 2'-fluoro-5-methylarabino-furanosylcytosine

Chemical Property:

• Vapor Pressure: 6.81E-12mmHg at 25°C
• Boiling Point: 495.4 ºC at 760 mmHg
• Flash Point: 253.4 ºC
• PSA: 127.70000
• Density: 1.73 g/cm³
• LogP: -1.62050

Purity/Quality:

97% ^*data from raw suppliers

2(1H)-Pyrimidinone,4-amino-1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-methyl 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2'-fluoro-5-methylarabino-furanosylcytosine

There total 8 articles about 2'-fluoro-5-methylarabino-furanosylcytosine 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: 95.0%

N4-benzoyl-5-methyl-1-[2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-arabinofuranosyl]cytosine → 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-methylcytosine (78636-53-0)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 96h; Inert atmosphere;

DOI:10.1002/chem.201704591

Reference yield: 91.0%

C26H22FN5O6 → 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-methylcytosine (78636-53-0)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/chem.201704591

Reference yield:

1-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-methylcytosine (83966-95-4) → 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-methylcytosine (78636-53-0)

Guidance literature:

With ammonia; In methanol; Yield given; Ambient temperature;

DOI:10.1021/jm00356a007

upstream raw materials:

1-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-methylcytosine

5-methylcytosin

1,3-di-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide

1,3-di-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranose

Downstream raw materials:

1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)thymine

Refernces

• 1、 Watanabe, Kyoichi A.,Su, Tsann-Long,Klein, Robert S.,Chu, Chung K.,Matsuda, Akira,et al.. "Nucleosides. 123. Synthesis of Antiviral Nucleosides: 5-Substituted 1-(2-Deoxy-2-halogeno-β-D-arabinofuranosyl)cytosines and -uracils. Some Structure-Activity Relationships". . p. 152 - 156. Retrieved 2007/10/02.