Description

(3S)-3Aα,4,4Aα,5,6,7,9,9Aα-Octahydro-5α,6α,9β-Trihydroxy-3β,5,8-Trimethylazuleno[6,5-B]Furan-2(3H)-One is a complex sesquiterpene lactone derivative with a unique azulene-fused furanone structure. This compound is of significant interest in advanced organic synthesis and pharmaceutical research due to its intricate polycyclic framework and multiple stereocenters. It serves as a critical intermediate or reference standard for researchers in medicinal chemistry and natural product synthesis. Target industries include fine chemical manufacturers, contract research organizations (CROs), and academic institutions focused on developing novel bioactive molecules.

Application

• Pharmaceutical Intermediate: Serves as a key chiral building block for the synthesis of complex natural products and potential drug candidates.
• Medicinal Chemistry Research: Used as a reference standard or starting material in structure-activity relationship (SAR) studies and hit-to-lead optimization.
• Natural Product Synthesis: Acts as a sophisticated intermediate in the total synthesis of sesquiterpenoids and related terpenoid compounds.
• Biochemical Research: Investigated for its potential biological activity, given the known bioactivity profile of sesquiterpene lactones.
• Fine Chemical Production: Utilized in the custom synthesis of high-value, specialized chemicals for advanced material science.
• Analytical Standard: Provides a high-purity standard for method development and quality control in analytical laboratories (HPLC, GC, NMR).

Basic Information

Product Name	(3S)-3Aα,4,4Aα,5,6,7,9,9Aα-Octahydro-5α,6α,9β-Trihydroxy-3β,5,8-Trimethylazuleno[6,5-B]Furan-2(3H)-One
CAS No.	79236-42-3
Molecular Formula	C₁₅H₂₂O₅
Molecular Weight	282.33 g/mol
Synonyms	Azuleno[6,5-b]furan-2(3H)-one, octahydro-5,6,9-trihydroxy-3,5,8-trimethyl-, (3S,3aS,4aR,5S,6S,9aR,9bS)-; (3S,3aS,4aR,5S,6S,9aR,9bS)-Octahydro-5,6,9-trihydroxy-3,5,8-trimethylazuleno[6,5-b]furan-2(3H)-one; 3,5,8-Trimethylazuleno[6,5-b]furan-2(3H)-one derivative; Sesquiterpene lactone derivative; Contact for additional synonyms.
EINECS	Contact for details

Quality Control

Our (3S)-3Aα,4,4Aα,5,6,7,9,9Aα-Octahydro-5α,6α,9β-Trihydroxy-3β,5,8-Trimethylazuleno[6,5-B]Furan-2(3H)-One is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity, NMR and IR for structural confirmation, and chiral analysis to ensure stereochemical integrity. Certificates of Analysis (COA) detailing all specifications and test results are provided with every shipment. We adhere to cGMP principles for pharmaceutical intermediates, ensuring traceability, consistency, and reliability for your critical research and development projects.

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). This product is hygroscopic (moisture-sensitive) and light-sensitive; therefore, containers must be kept tightly sealed and stored in a dark place to prevent degradation. For long-term storage, consider using desiccants and storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to reference spectrum
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 1.0%
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.