N³-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-2-O-methyl-β-D-xylofuranosyl)thymine

Base Information

• Chemical Name: N³-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-2-O-methyl-β-D-xylofuranosyl)thymine
• CAS No.: 158980-91-7
• Molecular Formula: C₂₅H₂₃FN₂O₇
• Molecular Weight: 482.465
• Mol file: 158980-91-7.mol

Synonyms:N³-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-2-O-methyl-β-D-xylofuranosyl)thymine

Chemical Property of N³-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-2-O-methyl-β-D-xylofuranosyl)thymine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N³-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-2-O-methyl-β-D-xylofuranosyl)thymine

There total 6 articles about N³-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-2-O-methyl-β-D-xylofuranosyl)thymine 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: 83.3%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N3-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-β-D-xylofuranosyl)thymine (158980-90-6) → N3-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-2-O-methyl-β-D-xylofuranosyl)thymine (158980-91-7)

Guidance literature:

With silica gel; In diethyl ether; at 0 ℃; for 2h;

DOI:10.1016/0008-6215(94)84007-5

Reference yield:

benzoyl chloride (98-88-4) → N3-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-2-O-methyl-β-D-xylofuranosyl)thymine (158980-91-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / pyridine / 72 h / Ambient temperature

2: 76.5 percent / H₂O, K₂CO₃ / methanol / 0.25 h / -5 °C

3: 83.3 percent / silica gel / diethyl ether / 2 h / 0 °C

With pyridine; water; silica gel; potassium carbonate; In methanol; diethyl ether;

DOI:10.1016/0008-6215(94)84007-5

Reference yield:

2,4-dihydroxy-5-methylpyrimidine (65-71-4,80289-22-1) → N3-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-2-O-methyl-β-D-xylofuranosyl)thymine (158980-91-7)

Guidance literature:

Multi-step reaction with 5 steps

1: (NH₄)2SO₄

2: 63 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 2 h / Heating

3: 66 percent / pyridine / 72 h / Ambient temperature

4: 76.5 percent / H₂O, K₂CO₃ / methanol / 0.25 h / -5 °C

5: 83.3 percent / silica gel / diethyl ether / 2 h / 0 °C

With pyridine; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; water; silica gel; potassium carbonate; In methanol; diethyl ether; 1,2-dichloro-ethane;

DOI:10.1016/0008-6215(94)84007-5

upstream raw materials:

diazomethane

N³-benzoyl-1-(5-O-benzoyl-3-deoxy-3-fluoro-β-D-xylofuranosyl)thymine

benzoyl chloride

2,4-dihydroxy-5-methylpyrimidine