Description

(1R,5S)-4,8,8-Trimethyl-6-oxabicyclo[3.2.1]oct-3-en-7-one is a high-purity, chiral bicyclic lactone compound with a distinct molecular architecture. This specialized intermediate is valued for its unique stereochemistry and functional groups, which make it a critical building block in advanced organic synthesis. It is primarily sought by research institutions and manufacturers in the pharmaceutical and fine chemical industries for developing novel active ingredients and complex molecular frameworks.

Application

• Pharmaceutical Intermediate: Serves as a key chiral synthon in the research and development of new therapeutic agents, particularly for central nervous system (CNS) and anti-inflammatory drugs.
• Fragrance and Flavor Synthesis: Used as a precursor for creating complex, musky, or woody odorants and flavor compounds due to its bicyclic structural motif.
• Agrochemical Research: Acts as a building block for synthesizing novel pesticides and herbicides with specific stereochemical requirements for biological activity.
• Material Science: Investigated as a monomer or cross-linking agent for producing specialized polymers with tailored thermal or mechanical properties.
• Asymmetric Catalysis: Employed as a ligand precursor or a test substrate in the development of new chiral catalysts for stereoselective reactions.
• Academic and R&D Laboratories: Utilized in fundamental organic chemistry research to study reaction mechanisms and develop new synthetic methodologies.

Basic Information

Product Name	(1R,5S)-4,8,8-Trimethyl-6-oxabicyclo[3.2.1]oct-3-en-7-one
CAS No.	50585-62-1
Molecular Formula	C10H14O2
Molecular Weight	166.22 g/mol
Synonyms	(1R,5S)-4,8,8-Trimethyl-6-oxabicyclo[3.2.1]oct-3-en-7-one; (-)-Grandisol; (1R,5S)-Grandisol; (1R,5S)-2-(1-Hydroxy-1-methylethyl)-5-methylcyclopent-2-en-1-yl methanol, lactone; 6-Oxabicyclo[3.2.1]oct-3-en-7-one, 4,8,8-trimethyl-, (1R,5S)-; Grandisol (enantiomer); Bicyclic lactone 50585-62-1
EINECS	Contact for details

Quality Control

Our (1R,5S)-4,8,8-Trimethyl-6-oxabicyclo[3.2.1]oct-3-en-7-one is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity analysis, to ensure it meets the high standards required for advanced synthetic applications. A comprehensive Certificate of Analysis (COA) detailing identity, purity, enantiomeric excess, and impurity profiles is provided with every shipment to guarantee traceability and batch-to-batch consistency.

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 away from strong oxidizing agents and incompatible materials. For long-term storage, consider an inert atmosphere to maintain optimal purity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to reference spectrum
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 (as Pb)	≤ 10 ppm

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