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(3R)-4-[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-3-Hydroxy-Butanoic Acid Ethyl Ester CAS NO 188635-30-5


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CAS No.:188635-30-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(3R)-4-[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-3-Hydroxy-Butanoic Acid Ethyl Ester is a high-purity chiral building block and protected intermediate of significant value in synthetic organic chemistry. Its core value lies in providing a stereochemically defined, silyl-protected 1,3-diol unit, which is crucial for the controlled synthesis of complex molecules. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and fine chemical industries engaged in the development of active pharmaceutical ingredients (APIs), natural products, and specialty chemicals.

Application

  • Pharmaceutical Intermediate: A key chiral synthon for the asymmetric synthesis of statin drugs (e.g., Atorvastatin, Rosuvastatin) and other bioactive molecules requiring a stereocontrolled 1,3-dihydroxybutanoate backbone.
  • Natural Product Synthesis: Used in the construction of polyketide-derived natural products, macrolides, and other complex structures where the (3R)-configured fragment is required.
  • Agrochemical Synthesis: Serves as a building block for chiral herbicides, fungicides, and plant growth regulators that leverage its specific stereochemistry for enhanced biological activity.
  • Fine Chemical Production: Employed in the manufacture of advanced materials, chiral ligands for catalysis, and specialty polymers where precise molecular architecture is critical.
  • Process Chemistry & Scale-up: The tert-butyldimethylsilyl (TBDMS) protecting group offers excellent stability under a wide range of reaction conditions, making this ester suitable for multi-step synthesis from laboratory to pilot plant scale.
  • Research & Development: A valuable tool for medicinal chemists exploring structure-activity relationships (SAR) and for academic research in stereoselective synthesis methodologies.

Basic Information

Product Name (3R)-4-[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-3-Hydroxy-Butanoic Acid Ethyl Ester
CAS No. 188635-30-5
Molecular Formula C12H26O4Si
Molecular Weight 262.42 g/mol
Synonyms (R)-Ethyl 4-((tert-butyldimethylsilyl)oxy)-3-hydroxybutanoate; (3R)-4-[(tert-Butyldimethylsilyl)oxy]-3-hydroxybutyric Acid Ethyl Ester; (R)-TBDMS-3-Hydroxybutyrate Ethyl Ester; Ethyl (3R)-4-[(tert-Butyldimethylsilyl)oxy]-3-hydroxybutanoate; (R)-Ethyl 3-hydroxy-4-((tert-butyldimethylsilyl)oxy)butanoate; (R)-3-Hydroxy-4-(tert-butyldimethylsiloxy)butyric Acid Ethyl Ester; (R)-HBT Ethyl Ester TBDMS Ether; ATBS Ethyl Ester
EINECS Contact for details

Quality Control

Our (3R)-4-[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-3-Hydroxy-Butanoic Acid Ethyl Ester is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity (enantiomeric excess) and chemical purity assays, to ensure it meets the high standards required for advanced synthetic applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided and can be tailored to meet specific customer or regulatory requirements (e.g., ICH guidelines).

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive); containers must be kept tightly sealed to prevent degradation from atmospheric moisture. Keep away from heat and incompatible materials.

Specification

Item Specification
Appearance Colorless to pale yellow clear liquid
Identification (IR) Conforms to structure
Assay (HPLC) ≥ 98.0%
Enantiomeric Excess (Chiral HPLC) ≥ 99.0% ee
Specific Rotation [α] Contact for details
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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