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

Base Information

• Chemical Name: 2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine
• CAS No.: 156900-28-6
• Molecular Formula: C₁₇H₁₃Cl₂FN₄O₃
• Molecular Weight: 411.22
• Mol file: 156900-28-6.mol

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

Chemical Property of 2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine

There total 2 articles about 2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine 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:

5-O-Benzoyl-2,3-dideoxy-2-fluoro-1-O-methyl-β-D-threo-pentofuranose (136228-16-5) → 2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine (156900-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr, HOAc

2: 1.) bis(trimethylsilyl)acetamide / 1.) CH₃CN, room temperature, 30 min, 2.) MeCN, reflux, 20 h

With hydrogen bromide; acetic acid; bis-(trimethylsilyl)acetamide;

DOI:10.1080/15257779408013236

Reference yield:

5-O-benzoyl-2,3-dideoxy-2-fluoro-α-D-arabinofuranosyl bromide (136228-19-8) + 2,6-dichloro-7H-purine (5451-40-1) → 2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine (156900-28-6) + 2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-α-D-threo-pentofuranosyl)-9H-purine

Guidance literature:

With bis-(trimethylsilyl)acetamide; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₃CN, room temperature, 30 min, 2.) MeCN, reflux, 20 h;

DOI:10.1080/15257779408013236

Reference yield: 81.0%

2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine (156900-28-6) → 2,6-diazido-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine

Guidance literature:

With sodium azide; In ethanol; for 3h; Heating;

DOI:10.1080/15257779408013236

upstream raw materials:

5-O-benzoyl-2,3-dideoxy-2-fluoro-α-D-arabinofuranosyl bromide

2,6-dichloro-7H-purine

5-O-Benzoyl-2,3-dideoxy-2-fluoro-1-O-methyl-β-D-threo-pentofuranose

Downstream raw materials:

2,6-diamino-9-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine