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2-[(3R,4S,5R,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyethyl 2-Methylprop-2-Enoate CAS NO 132153-84-5


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CAS No.:132153-84-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2-[(3R,4S,5R,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyethyl 2-Methylprop-2-Enoate is a specialized carbohydrate derivative, specifically a glycosylated methacrylate ester, designed for advanced material synthesis. This compound is valued for its ability to introduce biocompatible, hydrophilic sugar moieties into polymer backbones, enabling the creation of smart, functional materials. It is essential for R&D and production in the pharmaceutical, biomedical engineering, and advanced polymer sectors, where precise control over material properties is critical.

Application

  • Biomedical Hydrogels: A key monomer for synthesizing hydrogels with enhanced biocompatibility and cell-adhesive properties for tissue engineering scaffolds and wound dressings.
  • Drug Delivery Systems: Used to create polymeric carriers (micelles, nanoparticles) for targeted and controlled release of therapeutic agents, leveraging its hydrophilic nature.
  • Surface Modification: Employed to graft sugar-based polymer brushes onto surfaces (e.g., medical devices, biosensors) to improve hydrophilicity, reduce fouling, and enable specific biomolecular interactions.
  • Functional Polymers: Serves as a building block for specialty acrylate polymers with tailored properties for coatings, adhesives, and contact lenses.
  • Glycopolymer Synthesis: A fundamental reagent in polymer chemistry for the development of synthetic glycopolymers that mimic biological structures for research in glycolbiology.
  • Chromatography Media: Can be used in the functionalization of stationary phases for hydrophilic interaction liquid chromatography (HILIC) to separate polar compounds.

Basic Information

Product Name 2-[(3R,4S,5R,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyethyl 2-Methylprop-2-Enoate
CAS No. 132153-84-5
Molecular Formula C12H20O8
Molecular Weight 292.28 g/mol
Synonyms 2-(Glucosyloxy)ethyl methacrylate; 2-GEMA; 2-Hydroxyethyl methacrylate β-D-glucopyranoside; β-D-Glucopyranose, 2-[(1-oxo-2-propen-1-yl)oxy]ethyl; 2-Methacryloyloxyethyl β-D-glucopyranoside; Glucosyloxyethyl methacrylate; Glycosylated HEMA; 2-HEMA-glucoside
EINECS Contact for details

Quality Control

Every batch of 2-[(3R,4S,5R,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyethyl 2-Methylprop-2-Enoate is produced and tested under a strict quality management system. We ensure compliance with relevant standards for research and pharmaceutical intermediate applications. Comprehensive analytical testing, including HPLC for purity and NMR for structural confirmation, is performed. A detailed Certificate of Analysis (COA) documenting identity, purity, and impurity profiles is provided with each shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as specified on the label. This product is hygroscopic (moisture-sensitive) and light-sensitive; prolonged exposure to ambient humidity or light should be avoided to maintain stability and purity. Keep container tightly sealed under an inert atmosphere when not in use.

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) ≤ 1.0%
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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