N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-5-O-trityl-β-D-xylofuranosyl)adenine

Base Information

• Chemical Name: N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-5-O-trityl-β-D-xylofuranosyl)adenine
• CAS No.: 252000-86-5
• Molecular Formula: C₄₃H₄₇N₅O₅Si
• Molecular Weight: 741.962

Synonyms:N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-5-O-trityl-β-D-xylofuranosyl)adenine

Chemical Property of N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-5-O-trityl-β-D-xylofuranosyl)adenine

Chemical Property:

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Technology Process of N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-5-O-trityl-β-D-xylofuranosyl)adenine

There total 6 articles about N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-5-O-trityl-β-D-xylofuranosyl)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:

9-(2-O-methyl-5-O-trityl-β-D-ribofluranosyl)adenine (28990-73-0) → N6-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-5-O-trityl-β-D-xylofuranosyl)adenine (252000-86-5)

Guidance literature:

Multi-step reaction with 4 steps

1: CrO₃; Ac₂O; pyridine / CH₂Cl₂ / 0 °C

2: NaBH₄; AcOH / 12 h / 4 °C

3: imidazole / dimethylformamide / 15 h / 20 °C

4: pyridine / 3 h / 20 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; acetic anhydride; acetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Oxidation / 2: Reduction / 3: silylation / 4: Acylation;

DOI:10.1021/ja992608h

Reference yield:

trityl chloride (76-83-5) → N6-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-5-O-trityl-β-D-xylofuranosyl)adenine (252000-86-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / pyridine / 12 h / 60 °C

2: CrO₃; Ac₂O; pyridine / CH₂Cl₂ / 0 °C

3: NaBH₄; AcOH / 12 h / 4 °C

4: imidazole / dimethylformamide / 15 h / 20 °C

5: pyridine / 3 h / 20 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; acetic anhydride; acetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Oxidation / 3: Reduction / 4: silylation / 5: Acylation;

DOI:10.1021/ja992608h

Reference yield:

2'-O-methyl adenosine (2140-79-6) → N6-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-5-O-trityl-β-D-xylofuranosyl)adenine (252000-86-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / pyridine / 12 h / 60 °C

2: CrO₃; Ac₂O; pyridine / CH₂Cl₂ / 0 °C

3: NaBH₄; AcOH / 12 h / 4 °C

4: imidazole / dimethylformamide / 15 h / 20 °C

5: pyridine / 3 h / 20 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; acetic anhydride; acetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Oxidation / 3: Reduction / 4: silylation / 5: Acylation;

DOI:10.1021/ja992608h

upstream raw materials:

benzoyl chloride

9-(2-O-methyl-5-O-trityl-β-D-ribofluranosyl)adenine

trityl chloride

2'-O-methyl adenosine

Downstream raw materials:

3-{[5-(6-benzoylamino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-tetrahydro-furan-2-yl]-hydroxy-methyl}-6,6,8,8-tetraisopropyl-4-oxo-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocycloheptene-1-carboxylic acid methyl ester

N⁶-benzoyl-9-(3-O-tert-butyldimethylsily-2-O-methyl-β-D-xylofuranos-5-urosyl)adenine

N⁶-benzoyl-9-(3-O-tert-butyldimethylsilyl-2-O-methyl-β-D-xylofuranosyl)adenine

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