N(6)-methyl-2',3'-dideoxy-2'-fluoro-beta-arabinofuranosyladenine

Base Information

• Chemical Name: N(6)-methyl-2',3'-dideoxy-2'-fluoro-beta-arabinofuranosyladenine
• CAS No.: 126502-17-8
• Molecular Formula: C₁₁H₁₄FN₅O₂
• Molecular Weight: 267.263
• Mol file: 126502-17-8.mol

Synonyms:N(6)-methyl-2',3'-dideoxy-2'-fluoro-beta-arabinofuranosyladenine

Chemical Property of N(6)-methyl-2',3'-dideoxy-2'-fluoro-beta-arabinofuranosyladenine

Chemical Property:

• Boiling Point: 526°Cat760mmHg
• Flash Point: 271.9°C
• PSA: 85.09000
• Density: 1.67g/cm³
• LogP: 0.55890

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N(6)-methyl-2',3'-dideoxy-2'-fluoro-beta-arabinofuranosyladenine

There total 16 articles about N(6)-methyl-2',3'-dideoxy-2'-fluoro-beta-arabinofuranosyladenine 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: 94.0%

N6-methyl-9-<5-O-(tert-butyldimethylsilyl)-2,3-dideoxy-2-fluoro-β-D-arabinofuranosyl>adenine (126502-16-7) → N6-methyl-9-(2',3'-dideoxy-2'-fluoro-β-D-arabinofuranosyl)adenine (126502-17-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jm00168a006

Reference yield: 86.0%

6-Chloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine (135473-20-0) + methylamine (74-89-5) → N6-methyl-9-(2',3'-dideoxy-2'-fluoro-β-D-arabinofuranosyl)adenine (126502-17-8)

Guidance literature:

In ethanol; water; at 40 ℃; for 0.5h;

DOI:10.1021/jm9509197

Reference yield:

Benzoic acid (2S,4S,5R)-4-fluoro-5-(6-methylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester → N6-methyl-9-(2',3'-dideoxy-2'-fluoro-β-D-arabinofuranosyl)adenine (126502-17-8)

Guidance literature:

With ammonia; In methanol; for 15h; Yield given;

DOI:10.1021/jm960140c

upstream raw materials:

N⁶-methyl-9-<5-O-(tert-butyldimethylsilyl)-2,3-dideoxy-2-fluoro-β-D-arabinofuranosyl>adenine

6-Chloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine

methylamine

6-amino-9-<5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxy-2'-fluoro-β-D-threo-pentofuranosyl>-9H-purine

Downstream raw materials:

9-[2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl]-1,6-dihydro-6-oxo-9H-purine