9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2-chloro-6-O-(2,4,6-triisopropylbenzenesulfonyl)purine

Base Information

• Chemical Name: 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2-chloro-6-O-(2,4,6-triisopropylbenzenesulfonyl)purine
• CAS No.: 500225-59-2
• Molecular Formula: C₃₉H₄₁ClN₄O₈S
• Molecular Weight: 761.296

Synonyms:9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2-chloro-6-O-(2,4,6-triisopropylbenzenesulfonyl)purine

Chemical Property of 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2-chloro-6-O-(2,4,6-triisopropylbenzenesulfonyl)purine

Chemical Property:

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Technology Process of 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2-chloro-6-O-(2,4,6-triisopropylbenzenesulfonyl)purine

There total 3 articles about 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2-chloro-6-O-(2,4,6-triisopropylbenzenesulfonyl)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: 90.0%

2-amino-9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-6-O-(2,4,6-triisopropylbenzenesulfonyl)purine (500225-56-9) → 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2-chloro-6-O-(2,4,6-triisopropylbenzenesulfonyl)purine (500225-59-2)

Guidance literature:

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

DOI:10.1021/jo020644k

Reference yield:

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) → 9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-2-chloro-6-O-(2,4,6-triisopropylbenzenesulfonyl)purine (500225-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / triethylamine; 4-(dimethylamino)pyridine / CHCl₃ / 24 h

2: 90 percent / acetyl chloride; benzyltriethylammonium nitrite / CH₂Cl₂ / 0.08 h / -5 - 0 °C

With dmap; benzyltriethylammonium nitrite; triethylamine; acetyl chloride; In dichloromethane; chloroform;

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-chloro-6-O-(2,4,6-triisopropylbenzenesulfonyl)purine (500225-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / triethylamine; 4-(dimethylamino)pyridine / CHCl₃ / 24 h

2: 90 percent / acetyl chloride; benzyltriethylammonium nitrite / CH₂Cl₂ / 0.08 h / -5 - 0 °C

With dmap; benzyltriethylammonium nitrite; triethylamine; acetyl chloride; In dichloromethane; chloroform;

DOI:10.1021/jo020644k

upstream raw materials:

2-amino-9-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-6-O-(2,4,6-triisopropylbenzenesulfonyl)purine

2,4,6-triisopropylphenylsulfonyl chloride

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

Downstream raw materials:

2-chloro-2'-deoxyadenosine

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