9-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)-N⁶-benzoyladenine

Base Information

• Chemical Name: 9-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)-N⁶-benzoyladenine
• CAS No.: 160533-28-8
• Molecular Formula: C₄₁H₃₃N₅O₁₀
• Molecular Weight: 755.741

Synonyms:9-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)-N⁶-benzoyladenine

Chemical Property of 9-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)-N⁶-benzoyladenine

Chemical Property:

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Technology Process of 9-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)-N⁶-benzoyladenine

There total 3 articles about 9-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)-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: 86.0%

6-benzoylamino-9-trimethylsilylpurine (60855-35-8) + 1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-L-arabinofuranose (161615-01-6) → 9-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)-N6-benzoyladenine (160533-28-8)

Guidance literature:

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

Reference yield:

N-benzoyladenine (4005-49-6) + 1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-L-arabinofuranose (161615-01-6) → 9-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)-N6-benzoyladenine (160533-28-8)

Guidance literature:

With tin(IV) chloride; In acetonitrile; Yield given; Ambient temperature;

DOI:10.1135/cccc19941654

Reference yield:

3,5-di-O-benzoyl-4-C-benzoyloxymethyl-1,2-O-isopropylidene-β-L-arabinofuranose (148704-59-0) → 9-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)-N6-benzoyladenine (160533-28-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄, AcOH / Ambient temperature

2: SnCl₄ / acetonitrile / Ambient temperature

With sulfuric acid; tin(IV) chloride; acetic acid; In acetonitrile;

DOI:10.1135/cccc19941654

upstream raw materials:

N-benzoyladenine

1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-L-arabinofuranose

6-benzoylamino-9-trimethylsilylpurine

3,5-di-O-benzoyl-4-C-benzoyloxymethyl-1,2-O-isopropylidene-β-L-arabinofuranose

Downstream raw materials:

9-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)adenine

9-(3,5-di-O-benzoyl-4-benzoyloxymethyl-2-O-methanesulfonyl-β-D-xylofuranosyl)-N⁶-benzoyladenine

9-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-3-O-methanesulfonyl-α-L-arabinofuranosyl)adenine

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