2'-deoxy-3',5'-di-O-acetyl-5-(4-pentylphenyl)ethynyluridine

Base Information

• Chemical Name: 2'-deoxy-3',5'-di-O-acetyl-5-(4-pentylphenyl)ethynyluridine
• CAS No.: 1055030-23-3
• Molecular Formula: C₂₆H₃₀N₂O₇
• Molecular Weight: 482.533
• Mol file: 1055030-23-3.mol

Synonyms:2'-deoxy-3',5'-di-O-acetyl-5-(4-pentylphenyl)ethynyluridine

Chemical Property of 2'-deoxy-3',5'-di-O-acetyl-5-(4-pentylphenyl)ethynyluridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-deoxy-3',5'-di-O-acetyl-5-(4-pentylphenyl)ethynyluridine

There total 2 articles about 2'-deoxy-3',5'-di-O-acetyl-5-(4-pentylphenyl)ethynyluridine 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: 68.0%

1-ethynyl-4-(n-pentyl)benzene (79887-10-8) + 3',5'-O-diacetyl-5-iodo-2'-deoxyuridine (1956-30-5) → 2'-deoxy-3',5'-di-O-acetyl-5-(4-pentylphenyl)ethynyluridine (1055030-23-3)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; at 23 ℃; for 22h;

DOI:10.1016/j.ejmech.2020.112884

Reference yield:

5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) → 2'-deoxy-3',5'-di-O-acetyl-5-(4-pentylphenyl)ethynyluridine (1055030-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 6 h / 23 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 22 h / 23 °C

With pyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;

DOI:10.1016/j.ejmech.2020.112884

Reference yield: 76.0%

2'-deoxy-3',5'-di-O-acetyl-5-(4-pentylphenyl)ethynyluridine (1055030-23-3) → 3-(3',5'-di-O-acetyl-2'-deoxy-β-d-ribofuranosyl)-5-iodo-6-(4-pentylphenyl)-2,3-dihydrofuro-[2,3-d]pyrimidin-2-one

Guidance literature:

With N-iodo-succinimide; In acetone; at 23 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112884

upstream raw materials:

1-ethynyl-4-(n-pentyl)benzene

3',5'-O-diacetyl-5-iodo-2'-deoxyuridine

5-Iodo-2'-deoxyuridine

Downstream raw materials:

acetic acid 2-acetoxymethyl-5-[2-oxo-6-(4-pentyl-phenyl)-2H-furo[2,3-d]pyrimidin-3-yl]-tetrahydro-furan-3-yl ester

C₂₆H₂₉ClN₂O₇