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Methyl 4,6-o-Benzylidene-α-D-Glucopyranoside CAS NO 3162-96-7


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CAS No.:3162-96-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Methyl 4,6-o-Benzylidene-α-D-Glucopyranoside is a protected carbohydrate derivative, specifically a benzylidene acetal of methyl α-D-glucopyranoside, serving as a crucial chiral intermediate and building block in organic synthesis. Its value lies in the selective protection of the 4 and 6 hydroxyl groups, enabling precise functionalization at other positions for the construction of complex molecules. This compound is essential for researchers and manufacturers in pharmaceutical development, particularly for synthesizing nucleoside analogs, antibiotics, and other bioactive glycosides, as well as in advanced carbohydrate chemistry research.

Application

  • Pharmaceutical Intermediate: Key chiral synthon for the production of antiviral and antibacterial nucleoside analogs.
  • Glycoscience Research: Fundamental building block for studying glycosylation reactions and enzyme mechanisms.
  • Complex Carbohydrate Synthesis: Used in the stepwise synthesis of oligosaccharides and glycoconjugates.
  • Chemical Biology Probes: Serves as a precursor for labeled sugars used in metabolic pathway tracing and imaging.
  • Process Development: Employed in route scouting and optimization for API (Active Pharmaceutical Ingredient) manufacturing.
  • Academic & Industrial R&D: A standard reagent for methodological development in stereoselective synthesis.

Basic Information

Product Name Methyl 4,6-o-Benzylidene-α-D-Glucopyranoside
CAS No. 3162-96-7
Molecular Formula C₁₄H₁₈O₆
Molecular Weight 282.29 g/mol
Synonyms Methyl 4,6-O-Benzylidene-α-D-glucopyranoside; Methyl 4,6-O-(Phenylmethylene)-α-D-glucopyranoside; α-Methyl Glucoside 4,6-Benzylidene Acetal; 1-Methoxy-4,6-O-benzylidene-α-D-glucopyranose; Benzylidene Methyl α-D-Glucoside; 3162-96-7; α-Methyl 4,6-O-benzylidene-D-glucopyranoside
EINECS 221-618-5

Quality Control

Our Methyl 4,6-o-Benzylidene-α-D-Glucopyranoside is produced under a strict quality management system. Each batch undergoes comprehensive analytical testing to ensure identity, purity, and consistency. We provide a detailed Certificate of Analysis (COA) with each shipment, which includes data from HPLC, NMR, and optical rotation measurements. Our quality commitment aligns with the standards expected for research and pharmaceutical-grade 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). The compound is light-sensitive; prolonged exposure to light should be avoided to maintain stability.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Assay (HPLC) ≥ 98.0%
Optical Rotation [α]₂₀D +80° to +85° (c=1 in CHCl₃)
Melting Point 158 - 162 °C
Loss on Drying ≤ 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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