Intermediates

(2'R)-2'-Deoxy-2'-fluoro-2'-methyl-uridine

  • CAS No.863329-66-2
  • GradeIndustrial / Pharmaceutical
  • Availability● In Stock

High-purity (2'R)-2'-Deoxy-2'-fluoro-2'-methyl-uridine, a key intermediate in antiviral drug synthesis, particularly for hepatitis C therapeutics.

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Product Technical Details

Product Overview

(2'R)-2'-Deoxy-2'-fluoro-2'-methyl-uridine is a structurally modified nucleoside derivative widely employed as a critical pharmaceutical intermediate in the development of antiviral agents. This compound serves as the deaminated metabolite of β-D-2'-deoxy-2'-fluoro-2'-C-methylcytidine and plays a pivotal role in the synthetic pathway toward potent inhibitors of hepatitis C virus (HCV) replication. Its unique fluorinated and methylated sugar moiety enhances metabolic stability and binding affinity, making it indispensable in modern nucleotide analog synthesis.

Specifications

Molecular FormulaC₁₀H₁₃FN₂O₅
Molecular Weight260.22 g/mol
Melting Point237–238 °C
Density1.6 ± 0.1 g/cm³
Refractive Index1.596
AppearanceWhite to off-white powder
Assay (Purity)≥98.0%
Individual Impurity≤0.5%
Water Content≤0.5%
Loss on Drying≤1.0%
Residue on Ignition≤1.0%
Dichloromethane Residue≤600 ppm
Acetic Acid Residue≤5000 ppm
Methanol Residue≤3000 ppm

Industrial Applications

This advanced nucleoside analog is primarily utilized as a building block in the multi-step synthesis of direct-acting antivirals (DAAs), notably serving as a precursor in the production of sofosbuvir-related intermediates (e.g., CAS 1190307-88-0). Its application is confined to research and large-scale pharmaceutical manufacturing under strict regulatory compliance. Key advantages include:

  • High chemical and stereochemical purity ensuring reproducible reaction outcomes
  • Optimized solubility profile for efficient downstream processing
  • Compatibility with standard phosphoramidite and nucleotide coupling chemistries
  • Rigorous quality control aligned with ICH guidelines for genotoxic impurities

Stored in tightly sealed containers under cool, dry, and well-ventilated conditions, this intermediate maintains stability during extended storage. Supplied in 25 kg fiber drums or custom packaging per client specifications, it supports seamless integration into GMP-compliant API manufacturing workflows.