9-(3'-azido-2'-O-triflyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine

Base Information

• Chemical Name: 9-(3'-azido-2'-O-triflyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine
• CAS No.: 917239-34-0
• Molecular Formula: C₂₅H₁₉F₃N₈O₇S
• Molecular Weight: 632.536

Synonyms:9-(3'-azido-2'-O-triflyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine

Chemical Property of 9-(3'-azido-2'-O-triflyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine

Chemical Property:

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Technology Process of 9-(3'-azido-2'-O-triflyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine

There total 4 articles about 9-(3'-azido-2'-O-triflyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine 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%

9-(3'-azido-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N6-benzoyladenine (917239-33-9) + trifluoromethylsulfonic anhydride (358-23-6) → 9-(3'-azido-2'-O-triflyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N6-benzoyladenine (917239-34-0)

Guidance literature:

With pyridine; In dichloromethane; at -40 ℃;

DOI:10.1080/15257770500267170

Reference yield:

3-azido-1,2-bis-O-acetyl-5-O-benzoyl-3-deoxy-D-ribofuranose → 9-(3'-azido-2'-O-triflyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N6-benzoyladenine (917239-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / SnCl₄ / acetonitrile; CH₂Cl₂ / 2 h / 20 °C

2: 75 percent / NH₃ / methanol / 1 h / 0 °C

3: 90 percent / pyridine / CH₂Cl₂ / -40 °C

With pyridine; ammonia; tin(IV) chloride; In methanol; dichloromethane; acetonitrile;

DOI:10.1080/15257770500267170

Reference yield:

N-benzoyladenine (4005-49-6) → 9-(3'-azido-2'-O-triflyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N6-benzoyladenine (917239-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / SnCl₄ / acetonitrile; CH₂Cl₂ / 2 h / 20 °C

2: 75 percent / NH₃ / methanol / 1 h / 0 °C

3: 90 percent / pyridine / CH₂Cl₂ / -40 °C

With pyridine; ammonia; tin(IV) chloride; In methanol; dichloromethane; acetonitrile;

DOI:10.1080/15257770500267170

upstream raw materials:

9-(3'-azido-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine

trifluoromethylsulfonic anhydride

N-benzoyladenine

9-(3'-azido-2'-O-acetyl-5'-O-benzoyl-3'-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine

Downstream raw materials:

3'-Azido-3'-deoxyadenosine

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