9-(2-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine

Base Information

• Chemical Name: 9-(2-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine
• CAS No.: 163215-14-3
• Molecular Formula: C₃₄H₂₈N₈O₈
• Molecular Weight: 676.645

Synonyms:9-(2-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine

Chemical Property of 9-(2-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine

Chemical Property:

Purity/Quality:

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Technology Process of 9-(2-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranosyl)-N⁶-benzoyladenine

There total 10 articles about 9-(2-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-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%

6-benzoylamino-9-trimethylsilylpurine (60855-35-8) + 1,2-di-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranose (163379-41-7) → 9-(2-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranosyl)-N6-benzoyladenine (163215-14-3)

Guidance literature:

With tin(IV) chloride; In 1,2-dichloro-ethane; for 2h; Heating;

Reference yield:

1,2-O-isopropylidene-4-C-(hydroxymethyl)-β-L-threo-pento-1,4-furanose (55797-64-3,55797-65-4) → 9-(2-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranosyl)-N6-benzoyladenine (163215-14-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 75 percent / CH₂Cl₂ / 1.5 h / 0 °C

2: pyridine, EtOH / CH₂Cl₂ / 0.17 h / Ambient temperature

3: NaN₃ / dimethylformamide / 2 h / 100 °C

4: formic acid / 2 h / 50 °C

5: pyridine / 24 h / 20 °C

6: 1.) Me₃SiX, SiCl₄ / 1.) dichloroethane, 2.) reflux, 2 h

With pyridine; formic acid; sodium azide; tetrachlorosilane; ethanol; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/15257779408013221

Reference yield:

C24H23F3O10S (153915-02-7) → 9-(2-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranosyl)-N6-benzoyladenine (163215-14-3)

Guidance literature:

Multi-step reaction with 4 steps

1: NaN₃ / dimethylformamide / 2 h / 100 °C

2: formic acid / 2 h / 50 °C

3: pyridine / 24 h / 20 °C

4: 1.) Me₃SiX, SiCl₄ / 1.) dichloroethane, 2.) reflux, 2 h

With pyridine; formic acid; sodium azide; tetrachlorosilane; In N,N-dimethyl-formamide;

DOI:10.1080/15257779408013221

upstream raw materials:

6-benzoylamino-9-trimethylsilylpurine

1,2-di-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranose

N-benzoyladenine

benzoyl chloride

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