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(2S,3R,4R,5S,6R)-3,4,5-Tris(Benzyloxy)-2-Methyl-6-(p-Tolylthio)Tetrahydro-2H-Pyran CAS NO 211801-54-6


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CAS No.:211801-54-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,3R,4R,5S,6R)-3,4,5-Tris(Benzyloxy)-2-Methyl-6-(p-Tolylthio)Tetrahydro-2H-Pyran is a sophisticated, high-purity chiral building block and synthetic intermediate of significant value in advanced organic synthesis. Its complex stereochemistry and functional groups make it a critical precursor for the development of novel pharmaceuticals and bioactive molecules. This compound is primarily required by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and fine chemical industries for constructing complex molecular architectures.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the synthesis of complex active pharmaceutical ingredients (APIs), particularly for glycosidase inhibitors or nucleoside analogs.
  • Glycoscience Research: Used in the study and synthesis of thioglycosides and modified sugars for probing biological pathways.
  • Process Chemistry: Serves as a protected, stereodefined intermediate in multi-step synthetic routes during scale-up and optimization.
  • Agrochemical Development: Potential building block for creating novel, chiral active ingredients with specific biological activity.
  • Academic Research: Employed in methodological studies and total synthesis projects within university and institutional laboratories.
  • Catalyst Ligand Synthesis: Can be utilized to develop novel chiral ligands for asymmetric catalysis.

Basic Information

Product Name (2S,3R,4R,5S,6R)-3,4,5-Tris(Benzyloxy)-2-Methyl-6-(p-Tolylthio)Tetrahydro-2H-Pyran
CAS No. 211801-54-6
Molecular Formula C34H36O4S
Molecular Weight 540.72 g/mol
Synonyms 2-Methyl-3,4,5-tris-O-benzyl-6-deoxy-6-(p-tolylthio)-D-glucopyranose; 1,5-Anhydro-2,3,4-tris-O-benzyl-6-deoxy-6-(4-methylphenylthio)-D-glucitol; 6-Deoxy-6-(4-methylphenylthio)-2,3,4-tris-O-benzyl-D-glucopyranose; p-Tolyl 2,3,4-Tri-O-benzyl-6-deoxy-1-thio-α-D-glucopyranoside; Thioglycoside Donor Building Block
EINECS Contact for details

Quality Control

Our production of this advanced intermediate adheres to strict quality protocols to ensure batch-to-batch consistency and high purity essential for sensitive synthetic applications. Each lot is fully characterized using advanced analytical techniques including HPLC, NMR, and MS. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profile is provided with every shipment to support your quality and regulatory requirements.

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. Keep the container tightly sealed in a dry environment to maintain stability.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Specific Rotation 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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