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Ethyl 3-o-Acetyl-2-Deoxy-2-Phthalimido-1-Thio-β-D-Glucopyranose CAS NO 189188-19-0


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CAS No.:189188-19-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Ethyl 3-o-Acetyl-2-Deoxy-2-Phthalimido-1-Thio-β-D-Glucopyranose is a sophisticated thioglycoside building block, a key intermediate in the synthesis of complex carbohydrates and glycoconjugates. Its value lies in providing a protected, reactive handle for the stereoselective construction of glycosidic bonds, which is critical for pharmaceutical and biochemical research. This compound is essential for researchers and manufacturers in the fields of glycochemistry, medicinal chemistry, and carbohydrate-based drug discovery, where precise molecular assembly is paramount.

Application

  • Key Intermediate in Oligosaccharide Synthesis: Used for the stereocontrolled formation of β-glycosidic linkages in complex carbohydrate chains.
  • Medicinal Chemistry & Drug Discovery: Serves as a crucial building block for developing glycoconjugate vaccines, glycomimetics, and other therapeutic agents targeting carbohydrate-protein interactions.
  • Biochemical Probe Development: Employed in the synthesis of labeled or modified sugars for studying enzymatic pathways and biological recognition processes.
  • Glycosidase Inhibitor Research: Acts as a precursor for compounds designed to inhibit carbohydrate-processing enzymes.
  • Academic & Industrial R&D: A fundamental reagent for synthetic chemists in university laboratories and pharmaceutical R&D departments exploring glycoscience.

Basic Information

Product Name Ethyl 3-o-Acetyl-2-Deoxy-2-Phthalimido-1-Thio-β-D-Glucopyranose
CAS No. 189188-19-0
Molecular Formula C₁₉H₂₁NO₈S
Molecular Weight 423.44 g/mol
Synonyms Ethyl 2-Deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 3-Acetate; 1-Thioethyl 3-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose; Ethyl 1-Thio-β-D-glucopyranoside, 3-acetate 2-deoxy-2-phthalimido derivative; NAP-thioglycoside donor (related class); 2-Deoxy-2-phthalimido-D-glucopyranose ethyl 1-thio-β-D-glycoside 3-acetate
EINECS Contact for details

Quality Control

Our Ethyl 3-o-Acetyl-2-Deoxy-2-Phthalimido-1-Thio-β-D-Glucopyranose is produced under strict quality management protocols to ensure batch-to-batch consistency and high purity, suitable for sensitive synthetic applications. Each lot undergoes comprehensive analytical characterization, including HPLC, NMR, and mass spectrometry, to confirm identity and purity. A detailed Certificate of Analysis (COA) documenting all test results is provided with every shipment.

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

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Specific Rotation Contact for details
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%

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

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