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

Base Information

• Chemical Name: 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-iodouracil
• CAS No.: 157428-24-5
• Molecular Formula: C₃₀H₂₂FIN₂O₈
• Molecular Weight: 684.416

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

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

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-iodouracil

There total 1 articles about 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-iodouracil 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: 91.0%

benzoyl chloride (98-88-4) + fialuridine (69123-98-4) → 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N3-benzoyl-5-iodouracil (157428-24-5)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 34h;

DOI:10.1021/jo800444y

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: 53.0%

1-bromo-5-fluoropentane (407-97-6) + 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N3-benzoyl-5-iodouracil (157428-24-5) → 3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-fluoropentyl)-2'-deoxy-2'-fluoroarabinouridine (1037176-15-0)

Guidance literature:

1-bromo-5-fluoropentane; With iodine; zinc; In N,N-dimethyl acetamide; at 80 ℃;

1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-iodouracil; Pd(P(t-Bu)3); In N,N-dimethyl acetamide; at 20 ℃; for 0.5h; Further stages.;

DOI:10.1021/jo800444y

upstream raw materials:

benzoyl chloride

fialuridine

Downstream raw materials:

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

3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-fluoropentyl)-2'-deoxy-2'-fluoroarabinouridine

3-N-benzoyl-3',5'-di-O-benzoyl-5-(3-fluoropropyl)-2'-deoxy-2'-fluoroarabinouridine

3-N-benzoyl-3',5'-di-O-benzoyl-5-(4-fluorobutyl)-2'-deoxy-2'-fluoroarabinouridine

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