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2,3,5-Tri-o-Benzyl-α- And β-D-Arabinofuranosyl Chlorides CAS NO 52554-29-7


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CAS No.:52554-29-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2,3,5-Tri-o-Benzyl-α- And β-D-Arabinofuranosyl Chlorides is a key protected glycosyl donor intermediate in synthetic organic chemistry. This compound is critical for the controlled synthesis of nucleoside analogs and complex carbohydrate structures, enabling precise stereochemical outcomes. It is primarily needed by pharmaceutical R&D laboratories and fine chemical manufacturers engaged in the development of antiviral agents, anticancer drugs, and other bioactive molecules.

Application

  • Nucleoside Analog Synthesis: A crucial glycosylation reagent for constructing the sugar moiety in modified nucleosides with potential antiviral or anticancer activity.
  • Oligonucleotide & Antisense Drug Research: Used in the preparation of arabinofuranosyl nucleosides (e.g., Ara-C derivatives) for therapeutic oligonucleotide development.
  • Carbohydrate Chemistry: Serves as a versatile building block for the synthesis of complex oligosaccharides, glycoconjugates, and glycomimetics.
  • Pharmaceutical Intermediate: An advanced intermediate in the multi-step synthesis of active pharmaceutical ingredients (APIs) targeting various diseases.
  • Process Chemistry & Scale-up: Employed in pilot plant and commercial-scale manufacturing processes for high-value fine chemicals.
  • Academic & Institutional Research: A valuable tool for methodological studies in glycosylation reactions and stereoselective synthesis.

Basic Information

Product Name 2,3,5-Tri-o-Benzyl-α- And β-D-Arabinofuranosyl Chlorides
CAS No. 52554-29-7
Molecular Formula C26H27ClO4
Molecular Weight 438.94 g/mol
Synonyms 2,3,5-Tri-O-benzyl-D-arabinofuranosyl chloride (α/β mixture); 1-Chloro-2,3,5-tri-O-benzyl-α/β-D-arabinofuranose; Tri-O-benzyl-D-arabinofuranosyl chloride; D-Arabinofuranosyl chloride, 2,3,5-tris-O-(phenylmethyl)-; 2,3,5-Tri-O-benzyl-1-chloro-1-deoxy-α/β-D-arabinofuranose; Benzylated arabinofuranosyl chloride; Protected arabinofuranosyl chloride donor
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Quality Control

Our 2,3,5-Tri-o-Benzyl-α- And β-D-Arabinofuranosyl Chlorides is produced under strict quality management protocols to ensure batch-to-batch consistency and high chemical purity suitable for sensitive synthetic applications. Each lot is characterized by advanced analytical techniques, including NMR and HPLC, to confirm identity, isomeric ratio (α/β), and purity. Certificates of Analysis (COA) detailing all specifications are 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 material is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions, preferably in a dry inert atmosphere, to maintain stability and reactivity.

Specification

Item Specification
Appearance Colorless to pale yellow viscous oil or solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95% (Total of α and β anomers)
Anomeric Ratio (α/β) Specified on COA
Water Content (KF) ≤ 0.5%

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

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