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(E)-4-Hydroxy-2-hydroxymethyl-2-butenoic acid (3aR,4R,6E,9S,10Z,11aR)-9-acetoxy-2,3,3a,4,5,8,9,11a-octahydro-6,10-dimethyl-3-methylene-2-oxocyclodeca[b]furan-4-yl ester CAS NO 38458-58-1


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CAS No.:38458-58-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(E)-4-Hydroxy-2-hydroxymethyl-2-butenoic acid (3aR,4R,6E,9S,10Z,11aR)-9-acetoxy-2,3,3a,4,5,8,9,11a-octahydro-6,10-dimethyl-3-methylene-2-oxocyclodeca[b]furan-4-yl ester is a high-purity, complex sesquiterpene lactone derivative with significant potential in advanced organic synthesis and pharmaceutical research. This compound is valued for its intricate stereochemistry and functional groups, which make it a versatile chiral building block and a key intermediate for the development of novel bioactive molecules. It is primarily sought after by research institutions and pharmaceutical companies engaged in the synthesis of complex natural products, drug discovery, and the development of new therapeutic agents.

Application

  • Pharmaceutical Intermediate: Serves as a critical chiral synthon in the multi-step synthesis of complex drug candidates and natural product analogs.
  • Medicinal Chemistry Research: Used as a scaffold or precursor for structure-activity relationship (SAR) studies to develop new therapeutic compounds.
  • Natural Product Synthesis: Acts as a key intermediate in the total or semi-synthesis of sesquiterpene lactones and related natural products.
  • Biochemical Research: Employed in studies investigating biological pathways and enzyme interactions due to its specific stereochemical configuration.
  • Advanced Organic Synthesis: Utilized in methodological development for stereoselective reactions, including cyclizations and functional group transformations.
  • Reference Standard: Provides a high-purity analytical standard for quality control and identification in related chemical processes.

Basic Information

Product Name (E)-4-Hydroxy-2-hydroxymethyl-2-butenoic acid (3aR,4R,6E,9S,10Z,11aR)-9-acetoxy-2,3,3a,4,5,8,9,11a-octahydro-6,10-dimethyl-3-methylene-2-oxocyclodeca[b]furan-4-yl ester
CAS No. 38458-58-1
Molecular Formula C22H30O8
Molecular Weight 422.47 g/mol
Synonyms Alantolactone 4-acetate; Isoalantolactone acetate; (3aR,4R,6E,9S,10Z,11aR)-9-Acetoxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl (2E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate; 4-Acetoxyisoalantolactone; Helenin acetate derivative; Sesquiterpene lactone ester
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Quality Control

Our (E)-4-Hydroxy-2-hydroxymethyl-2-butenoic acid (3aR,4R,6E,9S,10Z,11aR)-9-acetoxy-2,3,3a,4,5,8,9,11a-octahydro-6,10-dimethyl-3-methylene-2-oxocyclodeca[b]furan-4-yl ester is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, NMR and IR for structural confirmation, and chiral analysis to verify stereochemical integrity. Certificates of Analysis (COA) detailing all specifications and test results are provided to ensure full traceability and compliance with research-grade standards.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Keep the container sealed to protect the compound from moisture and atmospheric oxidation. For long-term storage, consider inert gas purging.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity ≥ 99.0% ee
Loss on Drying ≤ 0.5%
Residue on Ignition ≤ 0.1%
Single Impurity (HPLC) ≤ 0.5%

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

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