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(2S)-2β-(β-D-Glucopyranosyloxy)-3,4-Dihydro-3α-[(S)-1-Hydroxyethyl]-5-Methoxycarbonyl-2H-Pyran-4α-Acetic Acid Methyl Ester CAS NO 79916-78-2


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CAS No.:79916-78-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S)-2β-(β-D-Glucopyranosyloxy)-3,4-Dihydro-3α-[(S)-1-Hydroxyethyl]-5-Methoxycarbonyl-2H-Pyran-4α-Acetic Acid Methyl Ester is a high-purity, complex glycosidic compound of significant interest in advanced organic synthesis. This molecule serves as a critical chiral building block and intermediate for the development of novel pharmaceutical agents and bioactive natural product analogs. It is primarily sought by research institutions and industrial R&D departments focused on medicinal chemistry, process development, and the synthesis of complex carbohydrates or glycosylated natural products.

Application

  • Pharmaceutical Intermediate: Key chiral synthon for the research and development of new therapeutic compounds, particularly in antibiotic and anti-cancer drug discovery.
  • Medicinal Chemistry Research: Used as a sophisticated building block for structure-activity relationship (SAR) studies and lead optimization in drug discovery programs.
  • Glycochemistry & Glycobiology: Serves as a precursor or model compound for studying glycosylation reactions, enzyme inhibitors, and carbohydrate-protein interactions.
  • Process Chemistry Development: Employed in route scouting and scale-up studies for the synthesis of complex active pharmaceutical ingredients (APIs).
  • Natural Product Synthesis: An intermediate in the total or semi-synthesis of complex natural products containing glycosidic linkages and polyoxygenated motifs.
  • Biochemical Research: Potential use as a substrate or inhibitor for glycosidase or glycosyltransferase enzymes in biochemical assays.

Basic Information

Product Name (2S)-2β-(β-D-Glucopyranosyloxy)-3,4-Dihydro-3α-[(S)-1-Hydroxyethyl]-5-Methoxycarbonyl-2H-Pyran-4α-Acetic Acid Methyl Ester
CAS No. 79916-78-2
Molecular Formula C₁₈H₂₈O₁₂
Molecular Weight 436.41 g/mol
Synonyms Methyl (2S,3S,4S,5R)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(1S)-1-hydroxyethyl]-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-4-acetate; 79916-78-2; (2S,3S,4S,5R)-2-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy-3-[(1S)-1-hydroxyethyl]-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-4-acetic acid methyl ester; Glucopyranosyloxy dihydropyran acetic acid methyl ester derivative
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Quality Control

Our (2S)-2β-(β-D-Glucopyranosyloxy)-3,4-Dihydro-3α-[(S)-1-Hydroxyethyl]-5-Methoxycarbonyl-2H-Pyran-4α-Acetic Acid Methyl Ester is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral integrity, to ensure it meets the high standards required for research and development applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are available upon request to support your regulatory and quality documentation needs.

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); therefore, the container must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider using desiccants.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Assay (HPLC) ≥ 95.0%
Chiral Purity (Chiral HPLC) ≥ 98.0% ee
Water Content (KF) ≤ 2.0%
Residue on Ignition ≤ 0.5%
Heavy Metals ≤ 20 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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