(E)-5-<2-(ethoxycarbonyl)vinyl>uridine

Base Information

• Chemical Name: (E)-5-<2-(ethoxycarbonyl)vinyl>uridine
• CAS No.: 123881-85-6
• Molecular Formula: C₁₄H₁₈N₂O₈
• Molecular Weight: 342.306
• Mol file: 123881-85-6.mol

Synonyms:

Chemical Property of (E)-5-<2-(ethoxycarbonyl)vinyl>uridine

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-5-<2-(ethoxycarbonyl)vinyl>uridine

There total 1 articles about (E)-5-<2-(ethoxycarbonyl)vinyl>uridine 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: 79.0%

5-iodouridine (1024-99-3) + ethyl acrylate (140-88-5,9003-32-1) → (E)-5-<2-(ethoxycarbonyl)vinyl>uridine (123881-85-6)

Guidance literature:

With bis(triphenylphosphine)palladium(II)-chloride; triethylamine; In acetonitrile; at 80 ℃; for 24h;

DOI:10.1021/jm00164a039

Reference yield: 99.0%

(E)-5-<2-(ethoxycarbonyl)vinyl>uridine (123881-85-6) → (E)-5-(2-carboxyvinyl)uridine (99394-52-2)

Guidance literature:

With potassium hydroxide; at 25 ℃; for 2h;

DOI:10.1021/jm00164a039

Reference yield:

(E)-5-<2-(ethoxycarbonyl)vinyl>uridine (123881-85-6) → 5-(1-hydroxy-2-iodoethyl)uridine (123881-91-4,123881-92-5,144178-20-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / 0.5 N KOH / 2 h / 25 °C

2: 42 percent / triethylamine / dimethylformamide; H₂O / 20 h / 100 °C

3: 65 percent / I₂, KIO₃, 5 N H₂SO₄ / H₂O; acetonitrile / 0.5 h / 55 °C

With potassium iodate; potassium hydroxide; sulfuric acid; iodine; triethylamine; In water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00164a039

upstream raw materials:

5-iodouridine

ethyl acrylate

Downstream raw materials:

(E)-5-(2-carboxyvinyl)uridine

5-(1-hydroxy-2-iodoethyl)uridine

5-(1-methoxy-2-iodoethyl)uridine

Refernces