2'-Deoxy-2'-fluoroguanosine

Base Information

• Chemical Name: 2'-Deoxy-2'-fluoroguanosine
• CAS No.: 78842-13-4
• Molecular Formula: C10H12 F N5 O4
• Molecular Weight: 285.235
• Hs Code.: 2934999090
• Mol file: 78842-13-4.mol

Synonyms:2'-Deoxy-2'-fluoroguanosine;9-(2-Deoxy-2-fluoro-b-D-ribofuranosyl)guanine

Chemical Property of 2'-Deoxy-2'-fluoroguanosine

Chemical Property:

• Melting Point: 262-264 °C(Solv: water (7732-18-5))
• PKA: 9?+-.0.20(Predicted)
• PSA: 140.27000
• Density: 2.17±0.1 g/cm3(Predicted)
• LogP: -1.36710
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98% ^*data from raw suppliers

2''-Deoxy-2''-fluoroguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2''-Deoxy-2''-fluoroguanosine, can be used as powerful tool for structural manipulation of G-quadruplexes. It is also a influenza viral polymerase inhibitor like Ribavirin (R414475), used as a antiviral drug against avian (H5N1) influenza virus.

Technology Process of 2'-Deoxy-2'-fluoroguanosine

There total 43 articles about 2'-Deoxy-2'-fluoroguanosine 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: 83.0%

2,6-diamino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine (134444-47-6) → 2'-deoxy-2'-fluoroguanosine (78842-13-4)

Guidance literature:

In water; for 20h; Ambient temperature; adenosine deaminase;

DOI:10.1080/15257779408013243

Reference yield: 80.0%

2’-fluoro-N2-isobutyryl-2’-deoxyguanosine (80681-25-0) → 2'-deoxy-2'-fluoroguanosine (78842-13-4)

Guidance literature:

With ammonia; at 20 ℃; for 16h;

DOI:10.1021/jm00059a007

Reference yield: 44.0%

N2-isobutyryl-3',5'-di-O-tetrahydrofuranyl-2'-fluoro-2'-deoxyguanosine → 2'-chloro-2'-deoxyguanosine (80980-30-9) + 2'-deoxy-2'-fluoroguanosine (78842-13-4)

Guidance literature:

With ammonium hydroxide; In pyridine; at 50 ℃; for 3h;

DOI:10.1248/cpb.29.3281

upstream raw materials:

2’-fluoro-N2-isobutyryl-2’-deoxyguanosine

N²-isobutyryl-3'-O,5'-O-bis(tetrahydrofuranyl)-2'-deoxy-2'-fluoroguanosine

2,6-diamino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine

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

Downstream raw materials:

2’-deoxy-2’-fluoro-6-chloroguanosine-5’-O-phenyl(ethoxy-L-alaninyl)phosphate

2’-deoxy-2’-fluoro-6-chloroguanosine-5’-O-phenyl(benzoxy-L-alaninyl)phosphate

2’-deoxy-2’-fluoro-6-chloroguanosine-5’-O-naphthyl(benzoxy-L-alaninyl)phosphate

6-O-ethyl-2’-fluoro-2’-deoxyguanosine-5’-O-phenyl(ethoxy-L-alaninyl)phosphate

Refernces

• 1、 -. "Antisense modulation of CD40 ligand expression". Page/Page column 17-18. . Retrieved 2008/06/13.
• 2、 -. "Modulation of DC-SIGN expression". Page/Page column 12. . Retrieved 2008/06/13.