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

Base Information

• Chemical Name: N³-benzoyl-1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-fluoro-β-D-xylofuranosyl)thymine
• CAS No.: 158980-89-3
• Molecular Formula: C₂₆H₂₃FN₂O₈
• Molecular Weight: 510.476
• Mol file: 158980-89-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about N³-benzoyl-1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-fluoro-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: 66.0%

benzoyl chloride (98-88-4) + 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-fluoro-β-D-xylofuranosyl)thymine (158980-88-2) → N3-benzoyl-1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-fluoro-β-D-xylofuranosyl)thymine (158980-89-3)

Guidance literature:

With pyridine; for 72h; Ambient temperature;

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

Reference yield:

(3S,4S,5R)-5-((benzoyloxy)methyl)-4-fluorotetrahydrofuran-2,3-diyl diacetate (159099-24-8) → N3-benzoyl-1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-fluoro-β-D-xylofuranosyl)thymine (158980-89-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 66 percent / pyridine / 72 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane;

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

Reference yield:

2,4-dihydroxy-5-methylpyrimidine (65-71-4,80289-22-1) → N3-benzoyl-1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-fluoro-β-D-xylofuranosyl)thymine (158980-89-3)

Guidance literature:

Multi-step reaction with 3 steps

1: (NH₄)2SO₄

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

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

With pyridine; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane;

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

upstream raw materials:

benzoyl chloride

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

(3S,4S,5R)-5-((benzoyloxy)methyl)-4-fluorotetrahydrofuran-2,3-diyl diacetate

2,4-dihydroxy-5-methylpyrimidine

Downstream raw materials:

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

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