4′,5′-didehydro-2′,5′-dideoxy-2′-methoxyuridine

Base Information

• Chemical Name: 4′,5′-didehydro-2′,5′-dideoxy-2′-methoxyuridine
• CAS No.: 1848223-48-2
• Molecular Formula: C₁₀H₁₂N₂O₅
• Molecular Weight: 240.216

Synonyms:

Chemical Property of 4′,5′-didehydro-2′,5′-dideoxy-2′-methoxyuridine

Chemical Property:

Purity/Quality:

99.3% ^*data from raw suppliers

4',5'-Didehydro-5'-deoxy-2'-O-methyluridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4′,5′-didehydro-2′,5′-dideoxy-2′-methoxyuridine

There total 2 articles about 4′,5′-didehydro-2′,5′-dideoxy-2′-methoxyuridine 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: 86.0%

5′-iodo-2′-deoxy-2′-methoxyuridine → 4′,5′-didehydro-2′,5′-dideoxy-2′-methoxyuridine (1848223-48-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.8b01329

Reference yield:

2'-O-methyluridine (2140-76-3) → 4′,5′-didehydro-2′,5′-dideoxy-2′-methoxyuridine (1848223-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine; triphenylphosphine / acetonitrile; pyridine / 48 h / 20 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 °C / Inert atmosphere

With iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In tetrahydrofuran; pyridine; acetonitrile;

DOI:10.1021/acs.joc.8b01329

Reference yield:

4′,5′-didehydro-2′,5′-dideoxy-2′-methoxyuridine (1848223-48-2) → C40H48FN4O9P

Guidance literature:

Multi-step reaction with 6 steps

1: iodine; silver fluoride / acetonitrile / 0.67 h / 0 °C

2: pyridine / 20 °C

3: dichloromethane; water / 6 h / 40 °C

4: ammonia / methanol / 20 °C

5: pyridine / 2 h / 45 °C / Inert atmosphere

6: 4,5-dicyano-1H-imidazole / acetonitrile; dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With 4,5-dicyano-1H-imidazole; ammonia; iodine; silver fluoride; In pyridine; methanol; dichloromethane; water; acetonitrile;

DOI:10.1021/acs.joc.8b01329

upstream raw materials:

2'-O-methyluridine

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