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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)-
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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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