Chemical Name: 1,2,3,5-TETRA-O-ACETYL-BETA-L-RIBOFURANOSE
CAS No.: 144490-03-9
Molecular Fomula: C13H18O9
Molecular weight: 318.28
Appearance: Solid
A critical acetyl-protected intermediate in nucleoside synthesis, widely used in antiviral drug development (e.g., Remdesivir analogs) and oligonucleotide research. This L-ribose derivative features four acetyl groups with β-configuration, ensuring optimal stability during glycosylation reactions.
Parameter | Specification | D-Ribose Analog | Non-acetylated Ribose |
---|---|---|---|
CAS Number | 144490-03-9 | 13035-61-5 | 50-69-1 |
Purity (HPLC) | ≥98% | ≥95% | N/A |
Storage Temp. | -20°C (desiccated) | 2-8°C | RT |
Solubility | Chloroform, DCM | DMSO | Water |
Essential precursor for L-nucleoside antivirals including:
Key component in:
Condition | Optimal Range |
---|---|
Molar Ratio (Nucleophile) | 1:1.2-1.5 |
Catalyst (TMSOTf) | 0.2-0.3 eq |
Reaction Time | 4-6 hrs |
Challenge: Achieve >90% β-selectivity in largescale synthesis
Solution: Optimized acetyl protection protocol using 144490-03-9
Outcome: 92% yield with 98.5% β-isomer purity
Challenge: Stabilize ribose core in lipid nanoparticles
Solution: Acetylated derivative incorporation
Outcome: 40% improvement in vaccine thermostability
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