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(2S,3S)-2,3-Epoxy-3-Phenylpropyl 4-Nitrophenyl Carbonate CAS NO 147349-28-8


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CAS No.:147349-28-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,3S)-2,3-Epoxy-3-Phenylpropyl 4-Nitrophenyl Carbonate is a high-purity chiral epoxide derivative and activated carbonate ester, serving as a critical synthetic intermediate in advanced organic synthesis. Its value lies in its dual functionality, where the epoxide ring and the activated carbonate group provide orthogonal reactive handles for sequential, stereocontrolled modifications under mild conditions. This compound is essential for researchers and process chemists in the pharmaceutical and fine chemical industries, particularly for the development of active pharmaceutical ingredients (APIs), chiral ligands, and complex molecular scaffolds.

Application

  • Pharmaceutical Intermediate: Key building block for the stereoselective synthesis of β-blockers, antiviral agents, and other chiral drug candidates.
  • Chiral Auxiliary Synthesis: Used in the preparation of enantiomerically pure catalysts and ligands for asymmetric catalysis.
  • Polymer Chemistry: Monomer for creating functionalized epoxy resins and polymers with pendant reactive groups.
  • Bioconjugation: The activated carbonate moiety can be utilized for modifying biomolecules under controlled conditions.
  • Organic Synthesis Research: A versatile reagent for constructing complex organic molecules via ring-opening reactions and carbonate transformations.
  • Material Science: Intermediate in the development of advanced materials with specific optical or mechanical properties.

Basic Information

Product Name (2S,3S)-2,3-Epoxy-3-Phenylpropyl 4-Nitrophenyl Carbonate
CAS No. 147349-28-8
Molecular Formula C16H13NO6
Molecular Weight 315.28 g/mol
Synonyms 4-Nitrophenyl (2S,3S)-2,3-epoxy-3-phenylpropyl carbonate; (2S,3S)-(-)-trans-1,2-Epoxy-3-phenylpropyl 4-nitrophenyl carbonate; (2S,3S)-2,3-Epoxy-3-phenyl-1-propyl 4-nitrophenyl carbonate; (2S,3S)-3-Phenylglycidyl 4-nitrophenyl carbonate; trans-(2S,3S)-Phenylglycidyl 4-nitrophenyl carbonate; Chiral phenylglycidyl 4-nitrophenyl carbonate; (2S,3S)-Epoxypropylphenyl 4-nitrophenyl carbonate
EINECS Contact for details

Quality Control

Our (2S,3S)-2,3-Epoxy-3-Phenylpropyl 4-Nitrophenyl Carbonate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure compliance with exacting standards for research and process chemistry. Certificates of Analysis (COA) detailing identity, purity, and enantiomeric excess are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C for long-term stability. This compound is moisture-sensitive (hygroscopic) and should be handled under an inert atmosphere to prevent degradation.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Enantiomeric Excess (Chiral HPLC) ≥ 99.0%
Melting Point Contact for details
Loss on Drying ≤ 0.5%
Residue on Ignition ≤ 0.1%
Heavy Metals ≤ 10 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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