1-(3,5-O-dibenzoyl-2-O-[3-(trifluoromethyl)benzoyl]-β-D-arabinofuranosyl)-4-methoxy-2-pyrimidone

Base Information

• Chemical Name: 1-(3,5-O-dibenzoyl-2-O-[3-(trifluoromethyl)benzoyl]-β-D-arabinofuranosyl)-4-methoxy-2-pyrimidone
• CAS No.: 303041-52-3
• Molecular Formula: C₃₂H₂₅F₃N₂O₉
• Molecular Weight: 638.554

Synonyms:1-(3,5-O-dibenzoyl-2-O-[3-(trifluoromethyl)benzoyl]-β-D-arabinofuranosyl)-4-methoxy-2-pyrimidone

Chemical Property of 1-(3,5-O-dibenzoyl-2-O-[3-(trifluoromethyl)benzoyl]-β-D-arabinofuranosyl)-4-methoxy-2-pyrimidone

Chemical Property:

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Technology Process of 1-(3,5-O-dibenzoyl-2-O-[3-(trifluoromethyl)benzoyl]-β-D-arabinofuranosyl)-4-methoxy-2-pyrimidone

There total 3 articles about 1-(3,5-O-dibenzoyl-2-O-[3-(trifluoromethyl)benzoyl]-β-D-arabinofuranosyl)-4-methoxy-2-pyrimidone 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%

α-D-1,3,5-tri-O-benzoyl-2-O-[3-(trifluoromethyl)benzoyl]ribofuranose (145828-13-3) + 4-methoxy-2-trimethylsilanyloxy-pyrimidine (57098-88-1) → 1-(3,5-O-dibenzoyl-2-O-[3-(trifluoromethyl)benzoyl]-β-D-arabinofuranosyl)-4-methoxy-2-pyrimidone (303041-52-3)

Guidance literature:

With tin(IV) chloride; In acetonitrile; at 20 ℃;

DOI:10.1021/jo0003652

Reference yield:

1,3,5-tri-O-benzoyl-α-D-ribofuranoside (22224-41-5) → 1-(3,5-O-dibenzoyl-2-O-[3-(trifluoromethyl)benzoyl]-β-D-arabinofuranosyl)-4-methoxy-2-pyrimidone (303041-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 20 °C

2: 92 percent / SnCl₄ / acetonitrile / 20 °C

With 2,6-dimethylpyridine; tin(IV) chloride; In dichloromethane; acetonitrile; 1: Acylation / 2: Substitution;

DOI:10.1021/jo0003652

Reference yield:

3-(Trifluoromethyl)benzoyl chloride (2251-65-2) → 1-(3,5-O-dibenzoyl-2-O-[3-(trifluoromethyl)benzoyl]-β-D-arabinofuranosyl)-4-methoxy-2-pyrimidone (303041-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 20 °C

2: 92 percent / SnCl₄ / acetonitrile / 20 °C

With 2,6-dimethylpyridine; tin(IV) chloride; In dichloromethane; acetonitrile; 1: Acylation / 2: Substitution;

DOI:10.1021/jo0003652

upstream raw materials:

α-D-1,3,5-tri-O-benzoyl-2-O-[3-(trifluoromethyl)benzoyl]ribofuranose

4-methoxy-2-trimethylsilanyloxy-pyrimidine

3-(Trifluoromethyl)benzoyl chloride

1,3,5-tri-O-benzoyl-α-D-ribofuranoside

Downstream raw materials:

1-(3,5-O-dibenzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-methoxy-2-pyrimidone

2'-Deoxycytidine

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