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(1R,3S,4R,5S)-1,3,4-Trihydroxy-5-[(E)-3-(4-Hydroxyphenyl)Prop-2-Enoyl]Oxy-Cyclohexane-1-Carboxylic Acid CAS NO 5746-55-4


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CAS No.:5746-55-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(1R,3S,4R,5S)-1,3,4-Trihydroxy-5-[(E)-3-(4-Hydroxyphenyl)Prop-2-Enoyl]Oxy-Cyclohexane-1-Carboxylic Acid is a high-purity, naturally derived shikimic acid derivative with significant biological activity. This compound is valued for its role as a key chiral intermediate and its potential as a bioactive scaffold in advanced research and development. It is essential for pharmaceutical R&D teams, nutraceutical formulators, and academic researchers focused on developing novel therapeutic agents and high-value fine chemicals.

Application

  • Pharmaceutical Intermediate: Serves as a critical chiral building block for the synthesis of complex drug molecules, including antiviral and neuraminidase inhibitor candidates.
  • Biochemical Research: Used as a standard or reference compound in studies investigating enzyme inhibition, metabolic pathways, and natural product biosynthesis.
  • Nutraceutical Development: Explored as a potential active ingredient in dietary supplements targeting antioxidant and anti-inflammatory support.
  • Cosmeceutical Applications: Incorporated into advanced skincare formulations for its potential antioxidant and skin-brightening properties.
  • Organic Synthesis: Utilized as a versatile starting material for the preparation of more complex, stereochemically defined organic molecules.
  • Academic & Industrial R&D: Fundamental for discovery chemistry in both university laboratories and corporate research centers.

Basic Information

Item Details
Product Name (1R,3S,4R,5S)-1,3,4-Trihydroxy-5-[(E)-3-(4-Hydroxyphenyl)Prop-2-Enoyl]Oxy-Cyclohexane-1-Carboxylic Acid
CAS No. 5746-55-4
Molecular Formula C16H18O9
Molecular Weight 354.31 g/mol
Synonyms 5-O-Caffeoylshikimic Acid; 3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic Acid 5-(3-(4-Hydroxyphenyl)-2-propenoate); Caffeoylshikimic Acid; Dactylifric Acid; Caffeic Acid Shikimic Acid Ester
EINECS Contact for details

Quality Control

Our (1R,3S,4R,5S)-1,3,4-Trihydroxy-5-[(E)-3-(4-Hydroxyphenyl)Prop-2-Enoyl]Oxy-Cyclohexane-1-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral integrity, to ensure it meets the high standards required for research and development applications. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is 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 hygroscopic (moisture-sensitive) and easily oxidized; therefore, it is recommended to store under an inert atmosphere (e.g., nitrogen or argon) after opening to maintain purity and prevent degradation.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Purity (HPLC) ≥ 95.0%
Chiral Purity ≥ 98.0% ee
Water Content (KF) ≤ 2.0%
Residue on Ignition ≤ 0.5%
Heavy Metals (as Pb) ≤ 20 ppm

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

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