1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-<2-(trimethylsilyl)ethynyl>uracil

Base Information

• Chemical Name: 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-<2-(trimethylsilyl)ethynyl>uracil
• CAS No.: 157428-25-6
• Molecular Formula: C₃₅H₃₁FN₂O₈Si
• Molecular Weight: 654.724

Synonyms:1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-<2-(trimethylsilyl)ethynyl>uracil

Chemical Property of 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-<2-(trimethylsilyl)ethynyl>uracil

Chemical Property:

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Technology Process of 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-<2-(trimethylsilyl)ethynyl>uracil

There total 3 articles about 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-<2-(trimethylsilyl)ethynyl>uracil 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: 78.0%

1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N3-benzoyl-5-iodouracil (157428-24-5) + trimethylsilylacetylene (1066-54-2) → 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N3-benzoyl-5-<2-(trimethylsilyl)ethynyl>uracil (157428-25-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; Ambient temperature;

Reference yield:

benzoyl chloride (98-88-4) → 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N3-benzoyl-5-<2-(trimethylsilyl)ethynyl>uracil (157428-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / pyridine / 50 °C

2: 78 percent / (PPh₃)2PdCl₂, CuI, Et₃N / tetrahydrofuran / Ambient temperature

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran;

Reference yield:

fialuridine (69123-98-4) → 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N3-benzoyl-5-<2-(trimethylsilyl)ethynyl>uracil (157428-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / pyridine / 50 °C

2: 78 percent / (PPh₃)2PdCl₂, CuI, Et₃N / tetrahydrofuran / Ambient temperature

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran;

upstream raw materials:

1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-iodouracil

trimethylsilylacetylene

benzoyl chloride

fialuridine

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