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(3Ar,5R,6S,6Ar)-5-((R)-2-((tert-Butyldimethylsilyl)Oxy)-1-Hydroxyethyl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxol-6-Ol CAS NO 85951-10-6
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CAS No.:85951-10-6
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(3Ar,5R,6S,6Ar)-5-((R)-2-((tert-Butyldimethylsilyl)Oxy)-1-Hydroxyethyl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxol-6-Ol is a sophisticated chiral building block and protected sugar derivative of significant value in synthetic organic chemistry. Its primary importance lies in its role as a key intermediate for the stereoselective synthesis of complex natural products, nucleoside analogs, and other bioactive molecules. This compound is essential for research and development chemists in the pharmaceutical, agrochemical, and fine chemical industries who require high-purity, structurally defined intermediates for advanced synthesis.
Application
- Pharmaceutical Intermediate: Critical for the synthesis of nucleoside-based antiviral and anticancer agents, where its protected diol and stereochemistry are leveraged.
- Chiral Building Block: Used in the asymmetric synthesis of complex natural products and other optically active compounds requiring specific sugar-like motifs.
- Glycochemistry Research: Serves as a protected glycosyl donor or acceptor precursor in the development of novel carbohydrates and glycoconjugates.
- Agrochemical Synthesis: Employed in creating advanced, stereospecific active ingredients for crop protection.
- Process Chemistry Development: Used in scaling up routes to target molecules in pilot plants and commercial manufacturing.
- Academic & Institutional Research: A valuable tool for methodological studies in synthetic organic chemistry and catalysis.
Basic Information
| Product Name | (3Ar,5R,6S,6Ar)-5-((R)-2-((tert-Butyldimethylsilyl)Oxy)-1-Hydroxyethyl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxol-6-Ol |
| CAS No. | 85951-10-6 |
| Molecular Formula | C16H32O6Si |
| Molecular Weight | 348.51 g/mol |
| Synonyms | 1-O-[(1,1-Dimethylethyl)dimethylsilyl]-2,3-O-isopropylidene-D-erythro-1,2,3-pentofuranose; 1-O-(tert-Butyldimethylsilyl)-2,3-O-isopropylidene-D-erythro-pentofuranose; TBDMS-protected isopropylidene-D-erythro-pentofuranose; 1-O-TBDMS-2,3-O-isopropylidene-D-ribofuranose derivative; (2R,3R,4R)-5-[(tert-Butyldimethylsilyl)oxy]-2,3-O-(1-methylethylidene)-1,4-pentanediol, cyclic form; D-Erythro-Pentofuranose, 1-O-[(1,1-dimethylethyl)dimethylsilyl]-2,3-O-(1-methylethylidene)- |
| EINECS | Contact for details |
Quality Control
Our (3Ar,5R,6S,6Ar)-5-((R)-2-((tert-Butyldimethylsilyl)Oxy)-1-Hydroxyethyl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxol-6-Ol is produced under strict quality management systems to ensure batch-to-batch consistency and high purity. All materials are characterized by advanced analytical techniques including NMR, HPLC, and chiral analysis. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profile is provided with each shipment, supporting compliance with cGMP and ICH guidelines for advanced pharmaceutical intermediates.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and must be kept under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from heat and incompatible materials.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline solid or powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Assay (HPLC) | ≥ 98.0% |
| Chiral Purity (Chiral HPLC) | ≥ 99.0% ee |
| Water Content (KF) | ≤ 0.5% |
| Residual Solvents (GC) | Meets ICH limits |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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