9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2,6-dichloropurine

Base Information

• Chemical Name: 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2,6-dichloropurine
• CAS No.: 500225-62-7
• Molecular Formula: C₂₄H₁₈Cl₂N₄O₅
• Molecular Weight: 513.337
• Mol file: 500225-62-7.mol

Synonyms:9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2,6-dichloropurine

Chemical Property of 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2,6-dichloropurine

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2,6-dichloropurine

There total 2 articles about 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2,6-dichloropurine 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: 91.0%

2-amino-9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-6-chloropurine (500225-61-6) → 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2,6-dichloropurine (500225-62-7)

Guidance literature:

With benzyltriethylammonium nitrite; acetyl chloride; In dichloromethane; at -5 - 0 ℃; for 0.0833333h;

DOI:10.1021/jo020644k

Reference yield:

3',5'-di-O-benzoyl-2'-deoxyguanosine (59921-49-2) → 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2,6-dichloropurine (500225-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / benzyltriethylammonium chloride; N,N-dimethylaniline; POCl₃ / acetonitrile / 0.17 h / 85 °C

2: 91 percent / acetyl chloride; benzyltriethylammonium nitrite / CH₂Cl₂ / 0.08 h / -5 - 0 °C

With benzyltriethylammonium nitrite; N-benzyl-N,N,N-triethylammonium chloride; N,N-dimethyl-aniline; acetyl chloride; trichlorophosphate; In dichloromethane; acetonitrile;

DOI:10.1021/jo020644k

Reference yield: 94.0%

9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2,6-dichloropurine (500225-62-7) → 2-chloro-2'-deoxyadenosine (4291-63-8)

Guidance literature:

With ammonia; In methanol; dichloromethane; at 80 ℃; for 7h;

DOI:10.1021/jo020644k

upstream raw materials:

2-amino-9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-6-chloropurine

3',5'-di-O-benzoyl-2'-deoxyguanosine

Downstream raw materials:

2-chloro-2'-deoxyadenosine

Refernces