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(2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-((Triphenylphosphoranylidene)Amino)Tetrahydro-2H-Pyran-3,4,5-Triol CAS NO 100639-11-0


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CAS No.:100639-11-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-((Triphenylphosphoranylidene)Amino)Tetrahydro-2H-Pyran-3,4,5-Triol is a sophisticated glycosyl donor derivative, specifically a glycosyl phosphoramidite, that is essential for the stereoselective synthesis of complex carbohydrates and glycoconjugates. Its core value lies in enabling precise and high-yielding glycosylation reactions, which are critical for constructing biologically active oligosaccharides and glycopeptides. This high-purity intermediate is indispensable for researchers and manufacturers in pharmaceutical development, particularly for creating novel therapeutics, vaccines, and diagnostic agents.

Application

  • Glycosylation Reagent: A key building block for the stereocontrolled synthesis of O-glycosidic linkages in oligosaccharides and glycoconjugates.
  • Pharmaceutical Intermediates: Used in the research and development of carbohydrate-based drugs, including antibiotics, antivirals, and anticancer agents.
  • Glycopeptide Synthesis: Critical for the chemical and enzymatic preparation of glycopeptides and glycoproteins for biological studies and therapeutic applications.
  • Glycolipid Mimetics: Employed in the synthesis of complex glycolipids and their mimetics for immunological and neurological research.
  • Carbohydrate Chemistry Research: A fundamental tool in academic and industrial laboratories for developing new glycosylation methodologies and exploring carbohydrate-protein interactions.
  • Vaccine Adjuvant Development: Used in the synthesis of carbohydrate antigens and adjuvants for conjugate vaccine development.
  • Diagnostic Probe Synthesis: Serves as a precursor for labeled carbohydrate probes used in imaging and diagnostic assays.

Basic Information

Product Name (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-((Triphenylphosphoranylidene)Amino)Tetrahydro-2H-Pyran-3,4,5-Triol
CAS No. 100639-11-0
Molecular Formula C24H26NO5P
Molecular Weight 439.44 g/mol
Synonyms D-Glucosamine Phosphoramidite Derivative; Triphenylphosphoranylideneamino-D-glucitol; 6-(Triphenylphosphoranylideneamino)-6-deoxy-D-glucopyranose; Glycosyl Phosphoramidite Donor; 1,3,4,6-Tetra-O-acetyl-2-deoxy-2-(triphenylphosphoranylideneamino)-β-D-glucopyranose (related precursor); GlcN-Phosphoramidite; CAS 100639-11-0
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Quality Control

Our (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-((Triphenylphosphoranylidene)Amino)Tetrahydro-2H-Pyran-3,4,5-Triol is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity suitable for research and pharmaceutical applications. All products undergo rigorous analytical testing, including HPLC, NMR (¹H and ³¹P), and mass spectrometry, to confirm identity, purity, and the absence of critical impurities. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (e.g., argon or nitrogen) due to its moisture-sensitive and potentially air-sensitive nature. For long-term storage, desiccate at -20°C. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation and hydrolysis.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Water Content (KF) ≤ 1.0%
Residual Solvents (GC) Meets ICH guidelines

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

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