Description

(+)-(1R,5S)-2-Oxabicyclo[3.3.0]Oct-6-En-3-One is a high-purity, chiral bicyclic lactone that serves as a critical synthetic building block. Its unique fused ring structure and defined stereochemistry make it an invaluable intermediate for constructing complex molecules with precise three-dimensional architecture. This compound is essential for researchers and manufacturers in the pharmaceutical and fine chemical industries, particularly for developing active pharmaceutical ingredients (APIs) and advanced materials.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of prostaglandins, nucleoside analogs, and other bioactive molecules requiring specific stereochemistry.
• Asymmetric Synthesis: Used as a starting material or scaffold in catalytic asymmetric reactions to introduce complex stereocenters.
• Natural Product Synthesis: Employed in the total synthesis of complex natural products with bicyclic or polycyclic frameworks.
• Fragrance and Flavor Chemistry: Serves as a precursor for musk-like odorants and other specialty aroma chemicals due to its lactone structure.
• Material Science Research: Investigated as a monomer for creating novel biodegradable polymers or polymers with specific tacticity.
• Agrochemical Development: Potential intermediate for creating chiral active ingredients in herbicides or pesticides.

Basic Information

Product Name	(+)-(1R,5S)-2-Oxabicyclo[3.3.0]Oct-6-En-3-One
CAS No.	26054-46-6
Molecular Formula	C7H8O2
Molecular Weight	124.14 g/mol
Synonyms	(1R,5S)-(-)-2-Oxabicyclo[3.3.0]oct-6-en-3-one; (3aR,6aS)-3a,4,6,6a-Tetrahydro-2H-cyclopenta[b]furan-2-one; (-)-2-Oxabicyclo[3.3.0]oct-6-en-3-one; (1R,5S)-2-Oxabicyclo[3.3.0]oct-6-en-3-one; Bicyclic γ-lactone; (3aR,6aS)-Dihydro-3aH-cyclopenta[b]furan-2(6aH)-one; Corey Lactone derivative; Chiral bicyclic lactone
EINECS	Contact for details

Quality Control

Our production of (+)-(1R,5S)-2-Oxabicyclo[3.3.0]Oct-6-En-3-One adheres to stringent quality protocols to ensure batch-to-batch consistency and high chiral purity. Each lot is characterized using advanced analytical techniques including chiral HPLC, GC, NMR, and IR spectroscopy. Certificates of Analysis (COA) detailing purity, enantiomeric excess, and impurity profiles are provided with every shipment, supporting compliance with cGMP and ICH guidelines for pharmaceutical development.

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 under an inert atmosphere to prevent potential moisture uptake or degradation.

Specification

Item	Specification
Appearance	White to off-white crystalline solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
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%

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