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Benzyl 4-O,6-o-Benzylidene-β-D-Glucopyranoside 3-Acetate CAS NO 20853-39-8


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CAS No.:20853-39-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Benzyl 4-O,6-o-Benzylidene-β-D-Glucopyranoside 3-Acetate is a protected carbohydrate derivative, specifically a benzylidene acetal-protected glucoside with an acetate ester at the 3-position. This compound is a crucial synthetic intermediate in organic and medicinal chemistry, valued for its role in the selective manipulation of sugar hydroxyl groups. It is primarily utilized by researchers and manufacturers in the pharmaceutical, agrochemical, and fine chemical industries for the development of glycosylated compounds, prodrugs, and complex natural product analogs.

Application

  • Pharmaceutical Intermediate: Serves as a key building block in the synthesis of novel glycoside-based drugs, prodrugs, and targeted therapeutic agents.
  • Carbohydrate Chemistry Research: Used extensively in academic and industrial R&D for studying glycosylation reactions, protecting group strategies, and enzyme-substrate interactions.
  • Glycoconjugate Synthesis: A precursor for creating complex glycoconjugates, including glycolipids and glycopeptides, with applications in immunology and diagnostics.
  • Agrochemical Development: Employed in the research and synthesis of advanced, sugar-functionalized pesticides or plant growth regulators.
  • Chiral Pool Synthesis: Provides a chiral template for the asymmetric synthesis of non-carbohydrate bioactive molecules due to its defined stereochemistry.
  • Biochemical Probe Development: Useful for creating labeled or modified sugar analogs to probe biological pathways and enzyme mechanisms.

Basic Information

Product Name Benzyl 4-O,6-o-Benzylidene-β-D-Glucopyranoside 3-Acetate
CAS No. 20853-39-8
Molecular Formula C22H24O7
Molecular Weight 400.42 g/mol
Synonyms Benzyl 4,6-O-Benzylidene-β-D-glucopyranoside 3-Acetate; 3-O-Acetyl-4,6-O-benzylidene-benzyl β-D-glucopyranoside; Benzyl 3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranoside; 1-O-Benzyl-3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranose; β-D-Glucopyranoside, benzyl 3-(acetyloxy)-4,6-O-(phenylmethylene)-; Benzyl 3-acetyl-4,6-benzylidene-β-D-glucoside
EINECS Contact for details

Quality Control

Our Benzyl 4-O,6-o-Benzylidene-β-D-Glucopyranoside 3-Acetate is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and IR spectroscopy, to ensure high chemical purity and structural integrity. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are available for all shipments. We adhere to cGMP principles for pharmaceutical-grade material upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). The compound is light-sensitive; prolonged exposure to light should be avoided to maintain stability. Keep the container sealed in a dry environment to prevent moisture absorption.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Melting Point Contact for details
Specific Rotation Contact for details
Residual Solvents (GC) Meets ICH guidelines
Heavy Metals < 10 ppm

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

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