Description

(2S,3S,4R,5S)-3,4,5-Tris-Benzyloxy-2-Methyl-6-p-Tolylsulfanyl-Tetrahydro-Pyran is a high-purity, stereochemically defined carbohydrate derivative and a key chiral building block in advanced organic synthesis. This compound matters for its role as a crucial intermediate in the development of complex pharmaceuticals, agrochemicals, and specialty materials, where precise stereochemistry is paramount for biological activity and material properties. It is primarily needed by R&D chemists and process development scientists in the pharmaceutical, biotechnology, and fine chemical industries for constructing nucleoside analogs, glycosidase inhibitors, and other bioactive molecules.

Application

• Pharmaceutical Intermediate: Critical chiral synthon for the synthesis of novel nucleoside and nucleotide analogs with potential antiviral or anticancer activity.
• Glycoscience Research: Building block for constructing complex oligosaccharides, glycoconjugates, and glycosidase inhibitors for biochemical studies.
• Process Chemistry: Used in route scouting and scale-up for the production of active pharmaceutical ingredients (APIs) requiring specific sugar-based motifs.
• Agrochemical Development: Intermediate in creating chiral active ingredients for advanced pesticides and herbicides.
• Material Science: Potential monomer or precursor for chiral polymers and advanced functional materials.
• Academic & Contract Research: Serves as a valuable reagent for methodology development and total synthesis projects in university and CRO laboratories.

Basic Information

Product Name	(2S,3S,4R,5S)-3,4,5-Tris-Benzyloxy-2-Methyl-6-p-Tolylsulfanyl-Tetrahydro-Pyran
CAS No.	807361-40-6
Molecular Formula	C34H36O4S
Molecular Weight	540.72 g/mol
Synonyms	1,5-Anhydro-2,3,4-tris-O-(phenylmethyl)-6-(4-methylphenyl)thio-2-C-methyl-D-glucitol; 6-Deoxy-6-[(4-methylphenyl)thio]-2,3,4-tris-O-(phenylmethyl)-2-C-methyl-α/β-D-glucopyranose; 2-C-Methyl-6-(p-tolylthio)-2,3,4-tris-O-benzyl-D-glucopyranose; Tris-O-benzyl-2-C-methyl-6-(p-tolylthio)-D-glucopyranose; p-Tolyl 2,3,4-tris-O-benzyl-2-C-methyl-1-thio-α/β-D-glucopyranoside; Chiral Thioglycoside Donor; Benzyl-protected Methyl-C-glycoside Thioether.
EINECS	Contact for details

Quality Control

Every batch of (2S,3S,4R,5S)-3,4,5-Tris-Benzyloxy-2-Methyl-6-p-Tolylsulfanyl-Tetrahydro-Pyran is manufactured and tested under a strict quality management system. Our products undergo rigorous quality testing, including chiral purity verification, to ensure compliance with research and development standards. Comprehensive Certificates of Analysis (COA) detailing identity, purity (HPLC), and stereochemical integrity are provided with each shipment and are available upon request.

Storage

Preserve in a tightly closed container, protected from light. For long-term storage, keep under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C to minimize oxidation and ensure maximum stability. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% de
Water Content (KF)	≤ 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.