Description

(Z)-4-Hydroxy-2-methyl-2-butenoic acid [(3aR,6R)-7α-acetoxy-3,3aβ,4,5,6aβ,7,9aβ,9bα-octahydro-9-methyl-3-methylene-2-oxospiro[azuleno[4,5-b]furan-6(2H),2'-oxiran]-4α-yl] ester is a high-purity, complex organic ester with a defined stereochemistry, making it a valuable intermediate for advanced chemical synthesis. This compound is critical for research and development in pharmaceutical chemistry, particularly in the synthesis of novel active pharmaceutical ingredients (APIs) and complex natural product analogs. It serves the needs of fine chemical manufacturers, pharmaceutical R&D laboratories, and academic institutions focused on synthetic organic chemistry and medicinal chemistry.

Application

• Pharmaceutical Intermediate: Key building block in the multi-step synthesis of complex drug candidates and novel therapeutic agents.
• Medicinal Chemistry Research: Used in structure-activity relationship (SAR) studies and the development of new chemical entities (NCEs) due to its intricate spiro and polycyclic framework.
• Natural Product Synthesis: Serves as a sophisticated precursor in the total synthesis of complex natural products with azulene or furanone-based structures.
• Process Chemistry Development: Employed in route scouting and optimization for the scalable production of high-value specialty chemicals.
• Biochemical Probes: Potential use in the development of molecular probes for studying biological pathways and enzyme interactions.
• Fine Chemical Manufacturing: A specialized intermediate for producing custom-designed molecules with specific stereochemical requirements.

Basic Information

Product Name	(Z)-4-Hydroxy-2-methyl-2-butenoic acid [(3aR,6R)-7α-acetoxy-3,3aβ,4,5,6aβ,7,9aβ,9bα-octahydro-9-methyl-3-methylene-2-oxospiro[azuleno[4,5-b]furan-6(2H),2'-oxiran]-4α-yl] ester
CAS No.	72947-95-6
Molecular Formula	C24H30O8
Molecular Weight	446.49 g/mol
Synonyms	7α-Acetoxy-4α-[[(2Z)-4-hydroxy-2-methyl-2-butenoyl]oxy]-9-methyl-3-methylenespiro[azuleno[4,5-b]furan-6(2H),2'-oxirane]-2-one; (3aR,6R)-7α-Acetoxy-4α-[[(2Z)-4-hydroxy-2-methyl-2-butenoyl]oxy]-9-methyl-3-methylenespiro[azuleno[4,5-b]furan-6(2H),2'-oxirane]-2-one; Spiro[azuleno[4,5-b]furan-6(2H),2'-oxirane] ester derivative; CAS 72947-95-6; (Z)-Angeloyloxy derivative of 7α-acetoxyazulenofuranone epoxide
EINECS	Contact for details

Quality Control

Our (Z)-4-Hydroxy-2-methyl-2-butenoic acid ester is produced under strict quality management protocols to ensure batch-to-batch consistency and high purity, essential for sensitive synthetic applications. Each lot undergoes comprehensive analytical testing, including HPLC for purity, chiral analysis for stereochemical integrity, and NMR for structural confirmation. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting all critical quality attributes. We adhere to cGMP principles where applicable to support our clients in regulated development pipelines.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). Keep the container tightly sealed in a dry environment to prevent moisture absorption. This material is light-sensitive and should be handled under appropriate conditions to maintain stability.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Purity (HPLC)	≥ 97.0%
Chiral Purity	≥ 98.0% ee
Water Content (KF)	≤ 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.