3-DEAZAURIDINE

Base Information

• Chemical Name: 3-DEAZAURIDINE
• CAS No.: 23205-42-7
• Molecular Formula: C10H13 N O6
• Molecular Weight: 243.216
• Mol file: 23205-42-7.mol

Synonyms:2(1H)-Pyridone,4-hydroxy-1-b-D-ribofuranosyl-(8CI); 1-b-D-Ribofuranosyl-4-hydroxy-2-pyridone;3-Deazauridine; 3-Deazuridine; 4-Hydroxy-1-(b-D-ribofuranosyl)-2-pyridone; NSC 126849

Chemical Property of 3-DEAZAURIDINE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 233-235°C
• Boiling Point: 528°Cat760mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 273.1°C
• PSA: 112.15000
• Density: 1.718g/cm³
• LogP: -1.83460
• Storage Temp.: -20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

3-Deazauridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Antimetabolite antiviral dosing regimen for hepatitis C virus or flaviviridae therapy.

Technology Process of 3-DEAZAURIDINE

There total 4 articles about 3-DEAZAURIDINE 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:

4-hydroxy-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyridinone (23220-74-8) → 3-deazauridine (23205-42-7)

Guidance literature:

With ammonia; In methanol; at 50 ℃; for 16h;

DOI:10.1021/jo061885l

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 3-deazauridine (23205-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N,O-bis(trimethylsilyl)acetamide; trimethylsilyl triflate / acetonitrile / 0.08 h / 130 °C / microwave irradiation

2: NH₃ / methanol / 16 h / 50 °C

With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; ammonia; In methanol; acetonitrile; 1: Vorbrueggen glycosylation;

DOI:10.1021/jo061885l

Reference yield:

4-hydroxy-2-pyridone (626-03-9) → 3-deazauridine (23205-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N,O-bis(trimethylsilyl)acetamide; trimethylsilyl triflate / acetonitrile / 0.08 h / 130 °C / microwave irradiation

2: NH₃ / methanol / 16 h / 50 °C

With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; ammonia; In methanol; acetonitrile; 1: Vorbrueggen glycosylation;

DOI:10.1021/jo061885l

upstream raw materials:

4-hydroxy-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyridinone

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

4-hydroxy-2-pyridone