[3-Acetoxy-5-[2,4-dioxo-5-(trifluoromethyl)pyrimidin-1-yl]tetrahydrofuran-2-yl]methyl acetate

Base Information

• Chemical Name: [3-Acetoxy-5-[2,4-dioxo-5-(trifluoromethyl)pyrimidin-1-yl]tetrahydrofuran-2-yl]methyl acetate
• CAS No.: 65499-42-5
• Molecular Formula: C14H15F3N2O7
• Molecular Weight: 380.278
• NSC Number: 98676
• DSSTox Substance ID: DTXSID20984095
• Mol file: 65499-42-5.mol

Synonyms:NSC98676;65499-42-5;DTXSID20984095;NSC-98676;Thymidine, 2'.alpha.,.alpha.,.alpha.-trifluoro-, 3',5'-diacetate;[3-acetoxy-5-[2,4-dioxo-5-(trifluoromethyl)pyrimidin-1-yl]tetrahydrofuran-2-yl]methyl acetate;Thymidine,.alpha.,.alpha.-trifluoro-, 3',5'-diacetate;Thymidine,.alpha.,.alpha.,-trifluoro-, 3',5'-diacetate;Thymidine, .alpha.,.alpha.,.alpha.,-trifluoro-, 3',5'-diacetate;1-(3,5-Di-O-acetyl-2-deoxypentofuranosyl)-4-hydroxy-5-(trifluoromethyl)pyrimidin-2(1H)-one

Chemical Property of [3-Acetoxy-5-[2,4-dioxo-5-(trifluoromethyl)pyrimidin-1-yl]tetrahydrofuran-2-yl]methyl acetate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.5g/cm³
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 380.08313531
• Heavy Atom Count: 26
• Complexity: 661

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C(CC(O1)N2C=C(C(=O)NC2=O)C(F)(F)F)OC(=O)C

Technology Process of [3-Acetoxy-5-[2,4-dioxo-5-(trifluoromethyl)pyrimidin-1-yl]tetrahydrofuran-2-yl]methyl acetate

There total 10 articles about [3-Acetoxy-5-[2,4-dioxo-5-(trifluoromethyl)pyrimidin-1-yl]tetrahydrofuran-2-yl]methyl acetate 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%

acetic anhydride (108-24-7) + 2'-deoxy-5-trifluoromethyluridine (70-00-8) → 3',5'-di-O-acetyl-5-(trifluoromethyl)-2'-deoxyuridine (65499-42-5)

Guidance literature:

dmap; In acetonitrile;

DOI:10.1248/cpb.35.2090

Reference yield: 54.0%

iodotrifluoromethane (2314-97-8,263005-66-9) + 3',5'-O-diacetyl-5-iodo-2'-deoxyuridine (1956-30-5) → 3',5'-di-O-acetyl-5-(trifluoromethyl)-2'-deoxyuridine (65499-42-5)

Guidance literature:

With copper; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 110 ℃; for 40h;

DOI:10.1039/P19800002755

Reference yield: 50.0%

iodotrifluoromethane (2314-97-8,263005-66-9) + 3',5'-di-O-acetyl-2'-deoxyuridine (13030-62-1) → 5-trifluoromethyl-2′-deoxyuridine-3′,5′-diacetate (65499-42-5)

Guidance literature:

With ferrocene; sulfuric acid; dihydrogen peroxide; In water; dimethyl sulfoxide; at 60 - 70 ℃; for 0.333333h;

upstream raw materials:

vinyl acetate

2'-deoxy-5-trifluoromethyluridine

acetic anhydride

2'-deoxy-5-trifluoromethyluridine

Downstream raw materials:

2'-deoxy-5-trifluoromethyluridine