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5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(6-chloro-9H-purin-9-yl)methyl-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)- CAS NO 258834-91-2
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CAS No.:258834-91-2
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(6-chloro-9H-purin-9-yl)methyl-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)- is a sophisticated nucleoside analog building block, a key intermediate in the synthesis of modified oligonucleotides and therapeutic agents. Its complex structure, featuring a protected carboxylic acid and a silyl ether group, provides precise control over chemical reactivity for advanced pharmaceutical research and development. This high-purity intermediate is essential for medicinal chemists and process development scientists working on antiviral, anticancer, and other targeted therapeutic programs.
Application
- Pharmaceutical Intermediate: Critical building block for the synthesis of novel nucleoside-based active pharmaceutical ingredients (APIs) and prodrugs.
- Antiviral Drug Development: Used in research and process chemistry for creating potential therapeutics targeting viral polymerases.
- Anticancer Agent Synthesis: Serves as a precursor in the development of nucleotide analogs designed to inhibit cancer cell proliferation.
- Oligonucleotide Chemistry: Employed in the solid-phase or solution-phase synthesis of modified oligonucleotides for antisense, siRNA, or aptamer applications.
- Process Chemistry & Scale-Up: Provides a defined, high-quality starting point for optimizing synthetic routes from laboratory to pilot and commercial scale.
- Biochemical Research: Used as a tool compound to study enzyme mechanisms, particularly those involving nucleotide-binding proteins and polymerases.
Basic Information
| Product Name | 5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(6-chloro-9H-purin-9-yl)methyl-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)- |
| CAS No. | 258834-91-2 |
| Molecular Formula | C24H34ClN5O5Si |
| Molecular Weight | 544.10 g/mol |
| Synonyms | 9-[(4-Carboxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-6-yl)methyl]-6-chloro-9H-purine, tert-butyl ester, 6-O-(tert-butyldimethylsilyl) derivative; (3aS,4S,6R,6aR)-6-[[(1,1-Dimethylethyl)dimethylsilyl]oxymethyl]-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid, 4-[(6-chloro-9H-purin-9-yl)methyl]-, 1,1-dimethylethyl ester; 6-Chloro-9-[(4-(tert-butoxycarbonyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl)methyl]purine, 6-O-TBDMS protected; tert-Butyl (3aS,4S,6R,6aR)-6-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate, 4-((6-chloropurin-9-yl)methyl) derivative; Nucleoside intermediate 258834-91-2 |
| EINECS | Contact for details |
Quality Control
This high-value pharmaceutical intermediate is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical characterization to ensure identity, purity, and consistency. Certificates of Analysis (COA) are provided, detailing results from HPLC, NMR, and mass spectrometry. Our quality protocols are designed to support GMP-for-intermediate standards for traceability and documentation, ensuring reliability for critical research and development pipelines.
Storage
Preserve in a tightly closed container, protected from light. Store at -20°C or below in a freezer. This compound is hygroscopic (moisture-sensitive) and should be handled under a dry inert atmosphere (e.g., nitrogen or argon) when opening the primary container to prevent degradation. Allow the sealed container to equilibrate to room temperature before opening to minimize moisture ingress.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white solid |
| Identification (HPLC) | Retention time corresponds to reference standard |
| Identification (NMR) | Spectrum consistent with reference structure |
| Purity (HPLC) | ≥ 97.0% |
| Water Content (KF) | ≤ 0.5% |
| Residual Solvents (GC) | Meets ICH Q3C guidelines |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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