N⁶-benzoyl-9-[2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine

Base Information

• Chemical Name: N⁶-benzoyl-9-[2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine
• CAS No.: 329188-24-1
• Molecular Formula: C₄₆H₄₅N₅O₁₂
• Molecular Weight: 859.89

Synonyms:N⁶-benzoyl-9-[2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine

Chemical Property of N⁶-benzoyl-9-[2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine

Chemical Property:

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Technology Process of N⁶-benzoyl-9-[2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine

There total 1 articles about N⁶-benzoyl-9-[2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine 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: 92.0%

N6-benzoyl-9-[3,5-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine (329188-22-9) → N6-benzoyl-9-[2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine (329188-24-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.25h;

DOI:10.1080/15257770008045465

Reference yield:

N6-benzoyl-9-[2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine (329188-24-1) → N6-benzoyl-9-[3,5-di-O-acetyl-2-O-(2,3-di-O-acetyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine (329188-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2 h / 20 °C

2: 114 mg / CF₃CO₂H / CHCl₃ / 0.17 h / 20 °C

With trifluoroacetic acid; In pyridine; chloroform;

DOI:10.1080/15257770008045465

Reference yield:

N6-benzoyl-9-[2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine (329188-24-1) → Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-5-(6-benzoylamino-purin-9-yl)-4-{(2S,3R,4R,5R)-3,4-diacetoxy-5-[(2-cyano-ethoxy)-hydroxy-phosphoryloxymethyl]-tetrahydro-furan-2-yloxy}-tetrahydro-furan-3-yl ester

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 2 h / 20 °C

2: 114 mg / CF₃CO₂H / CHCl₃ / 0.17 h / 20 °C

3: N,N'-dicyclohexylcarbodiimide / pyridine / 96 h / 20 °C

With dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; chloroform;

DOI:10.1080/15257770008045465

upstream raw materials:

N⁶-benzoyl-9-[3,5-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine

Downstream raw materials:

N⁶-benzoyl-9-[3,5-di-O-acetyl-2-O-(2,3-di-O-acetyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine

O-β-D-ribofuranosyl-(1''-2')-adenosine-5''-O-phosphate

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