3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]-5-methyluridine

Base Information

• Chemical Name: 3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]-5-methyluridine
• CAS No.: 182004-59-7
• Molecular Formula: C₃₂H₂₅F₃N₂O₉
• Molecular Weight: 638.554
• Mol file: 182004-59-7.mol

Synonyms:3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]-5-methyluridine

Chemical Property of 3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]-5-methyluridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]-5-methyluridine

There total 6 articles about 3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]-5-methyluridine 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: 98.0%

α-D-1,3,5-tri-O-benzoyl-2-O-[3-(trifluoromethyl)benzoyl]ribofuranose (145828-13-3) + 2,4-bis(trimethylsiloxy)-5-methylpyrimidine (7288-28-0) → 3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]-5-methyluridine (182004-59-7)

Guidance literature:

With tin(IV) chloride; In acetonitrile;

DOI:10.1021/jo960936j

Reference yield:

1,3,5-tri-O-benzoyl-α-D-ribofuranoside (22224-41-5) → 3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]-5-methyluridine (182004-59-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 98 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-tri-O-benzoyl-α-D-ribofuranoside (22224-41-5) → 3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]-5-methyluridine (182004-59-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: tin(IV) chloride / acetonitrile / 6 h / 0 - 20 °C

With 2,6-dimethylpyridine; tin(IV) chloride; In dichloromethane; acetonitrile; 2: |Vorbrueggen Nucleoside Synthesis;

DOI:10.15227/orgsyn.077.0162

upstream raw materials:

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

2,4-bis(trimethylsiloxy)-5-methylpyrimidine

3-(Trifluoromethyl)benzoyl chloride

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

Downstream raw materials:

1-(5-O-benzoyl-2,3-dideoxy-β-D-glycero-pentofuranosyl)thymine

3',5'-di-O-benzoylthymidine

thymidine

C₂₄H₂₁⁽²⁾HN₂O₇