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p-Tolyl 1-Thio-2,3,4,6-Tetra-o-(Trimethylsilyl)-β-D-Glucopyranoside CAS NO 942043-17-6


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CAS No.:942043-17-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

p-Tolyl 1-Thio-2,3,4,6-Tetra-o-(Trimethylsilyl)-β-D-Glucopyranoside is a sophisticated, fully protected thioglycoside derivative, serving as a pivotal building block in synthetic organic chemistry. Its core value lies in its role as a stable glycosyl donor, enabling the precise and efficient construction of complex carbohydrate structures and glycoconjugates. This high-purity intermediate is essential for researchers and process chemists in the pharmaceutical, biotechnology, and agrochemical industries, particularly for developing novel therapeutics, diagnostic probes, and bioactive molecules.

Application

  • Glycosylation Reactions: Acts as a key glycosyl donor in the stereoselective synthesis of O-glycosides, C-glycosides, and S-glycosides under various activation conditions.
  • Oligosaccharide & Glycoconjugate Synthesis: A critical intermediate for the automated or solution-phase assembly of complex oligosaccharides, glycopeptides, and glycolipids.
  • Pharmaceutical Intermediate: Used in the research and development of carbohydrate-based drugs, including antibiotics, antivirals, and anticancer agents.
  • Chemical Biology Probes: Employed to create labeled sugar analogs or activity-based probes for studying glycosylation processes and enzyme mechanisms.
  • Agrochemical Development: Serves as a precursor for synthesizing novel glycosylated natural product derivatives with potential pesticidal or herbicidal activity.
  • Material Science: Potential use in creating functionalized surfaces or polymers with specific carbohydrate motifs for biosensing or biocompatibility applications.

Basic Information

Product Name p-Tolyl 1-Thio-2,3,4,6-Tetra-o-(Trimethylsilyl)-β-D-Glucopyranoside
CAS No. 942043-17-6
Molecular Formula C25H48O5SSi4
Molecular Weight 581.06 g/mol
Synonyms 1-Thio-2,3,4,6-tetra-O-trimethylsilyl-β-D-glucopyranose p-tolyl thioglycoside; 4-Methylphenyl 2,3,4,6-tetra-O-(trimethylsilyl)-1-thio-β-D-glucopyranoside; p-Tolyl 2,3,4,6-tetra-O-trimethylsilyl-1-thio-β-D-glucopyranoside; Fully TMS-protected p-tolyl thioglucoside; p-Tolyl 1-thio-β-D-glucopyranoside 2,3,4,6-tetrakis(trimethylsilyl) ether; TMS-protected glucosyl donor; 1-Thio-β-D-glucopyranoside, 2,3,4,6-tetrakis-O-(trimethylsilyl)-, 4-methylphenyl glycoside
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Quality Control

Our p-Tolyl 1-Thio-2,3,4,6-Tetra-o-(Trimethylsilyl)-β-D-Glucopyranoside is manufactured under strict quality management systems to ensure batch-to-batch consistency and high purity for research and development applications. Each lot undergoes comprehensive analytical characterization, including HPLC for purity, NMR (¹H and ¹³C) for structural confirmation, and mass spectrometry for identity verification. 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). Due to its hygroscopic nature, the container should be kept tightly sealed in a desiccated environment to prevent moisture absorption, which can lead to desilylation and decomposition. For long-term storage, consider storing under an inert atmosphere such as argon or nitrogen.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Water Content (KF) ≤ 0.5%
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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