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Benzyl 2,3:5,6-Di-o-Isopropylidene-α-D-Mannofuranoside CAS NO 20689-02-5


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CAS No.:20689-02-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Benzyl 2,3:5,6-Di-o-Isopropylidene-α-D-Mannofuranoside is a key protected carbohydrate intermediate, specifically a benzyl glycoside derivative of mannose with isopropylidene acetal protecting groups. This compound is essential for synthetic chemists as it provides a versatile chiral building block with defined stereochemistry for the controlled synthesis of complex oligosaccharides, glycoconjugates, and nucleoside analogs. It is primarily utilized in pharmaceutical research and development, serving as a critical precursor in the production of antiviral agents, carbohydrate-based vaccines, and other bioactive molecules where precise glycosidic linkage formation is required.

Application

  • Pharmaceutical Intermediate: Serves as a crucial chiral synthon in the multi-step synthesis of antiviral drugs and nucleoside analogs.
  • Glycochemistry Research: Used as a protected mannofuranosyl donor for constructing complex oligosaccharides and glycoconjugates in academic and industrial R&D.
  • Carbohydrate Chemistry: Acts as a fundamental building block for the preparation of selectively deprotected derivatives for structure-activity relationship (SAR) studies.
  • Bioconjugation: Employed in the development of carbohydrate-based probes, vaccine candidates, and targeted drug delivery systems.
  • Process Development: Used in scaling up synthetic routes for carbohydrate-active pharmaceuticals under Good Manufacturing Practice (GMP) conditions.
  • Chemical Biology: Utilized to synthesize inhibitors for glycosidases and glycosyltransferases for therapeutic target validation.

Basic Information

Product Name Benzyl 2,3:5,6-Di-o-Isopropylidene-α-D-Mannofuranoside
CAS No. 20689-02-5
Molecular Formula C19H26O6
Molecular Weight 350.41 g/mol
Synonyms Benzyl 2,3:5,6-Di-O-isopropylidene-α-D-mannofuranoside; α-D-Mannofuranoside, benzyl 2,3:5,6-bis-O-(1-methylethylidene)-; Benzyl Di-O-isopropylidene-α-D-mannofuranoside; 1,2:5,6-Di-O-isopropylidene-α-D-mannofuranose Benzyl Glycoside; Bn-Man(ip)2; Benzyl 2,3-O-Isopropylidene-5,6-O-isopropylidene-α-D-mannofuranoside
EINECS Contact for details

Quality Control

Our Benzyl 2,3:5,6-Di-o-Isopropylidene-α-D-Mannofuranoside is produced and tested under strict quality management systems to ensure batch-to-batch consistency and high chemical purity for research and scale-up applications. We provide comprehensive analytical data including HPLC purity, optical rotation, and spectroscopic confirmation (NMR, IR). Certificates of Analysis (COA) detailing all specifications are available upon request for quality assurance and regulatory compliance.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). The compound is moisture-sensitive; keep the container tightly sealed under an inert atmosphere such as nitrogen or argon for long-term storage to prevent degradation.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Optical Rotation [α]20/D Contact for details
Melting Point Contact for details
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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