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4-Methylphenyl 2,3,4-Tri-o-Acetyl-6-o-tert-Butyldiphenylsilyl-1-Thio-β-D-Glucopyranoside CAS NO 959793-42-1


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CAS No.:959793-42-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

4-Methylphenyl 2,3,4-Tri-o-Acetyl-6-o-tert-Butyldiphenylsilyl-1-Thio-β-D-Glucopyranoside is a sophisticated, protected thioglycoside building block of significant value in synthetic carbohydrate chemistry. This compound is specifically engineered to serve as a key glycosyl donor in the stereoselective synthesis of complex oligosaccharides and glycoconjugates. It is an essential intermediate for researchers and manufacturers in the pharmaceutical and biotechnology sectors, particularly those developing novel therapeutics, vaccines, and diagnostic tools that target carbohydrate-mediated biological processes.

Application

  • Glycosylation Reagent: Acts as a crucial glycosyl donor in the stereoselective synthesis of O- and S-linked oligosaccharides and glycoconjugates.
  • Pharmaceutical Intermediate: Serves as a key building block in the research and development of carbohydrate-based drugs, including antibiotics, antivirals, and anticancer agents.
  • Glycobiology Research: Used in academic and industrial laboratories to study enzyme mechanisms, cell-surface interactions, and carbohydrate-protein recognition events.
  • Glycopolymer Synthesis: Employed in the creation of synthetic polymers with pendant sugar moieties for material science and biomedical applications.
  • Glycochip Fabrication: Utilized as a precursor for immobilizing carbohydrate probes on microarray surfaces for high-throughput screening and diagnostic assays.
  • Vaccine Development: A critical intermediate in the synthesis of carbohydrate antigens for conjugate vaccine candidates against bacterial pathogens.

Basic Information

Product Name 4-Methylphenyl 2,3,4-Tri-o-Acetyl-6-o-tert-Butyldiphenylsilyl-1-Thio-β-D-Glucopyranoside
CAS No. 959793-42-1
Molecular Formula C35H42O8SSi
Molecular Weight 650.85 g/mol
Synonyms p-Tolyl 2,3,4-tri-O-acetyl-6-O-(tert-butyldiphenylsilyl)-1-thio-β-D-glucopyranoside; 1-Thio-β-D-glucopyranoside, 4-methylphenyl 2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)di phenylsilyl]-; 6-O-TBDPS-protected peracetylated p-tolyl 1-thio-β-D-glucopyranoside; p-Tolyl 1-thio-β-D-glucopyranoside derivative (TBDPS, acetyl protected); Glycosyl donor building block (TBDPS, acetyl); Protected thioglucoside intermediate
EINECS Contact for details

Quality Control

Every batch of 4-Methylphenyl 2,3,4-Tri-o-Acetyl-6-o-tert-Butyldiphenylsilyl-1-Thio-β-D-Glucopyranoside is manufactured under strict quality management systems and undergoes comprehensive analytical characterization. Our products are tested to ensure high chemical purity and structural integrity, meeting the exacting standards required for advanced synthetic applications. Certificates of Analysis (COA) detailing purity (HPLC/NMR), identity, and other critical parameters are provided with each shipment to guarantee traceability and consistency for your research and development processes.

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 compound is light-sensitive and should be handled under inert atmosphere when appropriate for prolonged manipulations to ensure long-term stability.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Specific Rotation Contact for details
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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