| CAS Number | 31752-99-5 |
|---|---|
| Molecular Formula | |
| Molecular Weight | g/mol |
| Category |
(-)-Corey lactone 4-phenylbenzoate alcohol (CAS 31752-99-5) is a highly valuable chiral building block derived from the renowned Corey lactone scaffold, originally developed by Nobel laureate E.J. Corey for the total synthesis of prostaglandins. This enantiomerically pure intermediate (>99% ee) serves as a critical starting material for synthesizing prostaglandins, prostacyclins, thromboxanes, and related bioactive lipid mediators that play crucial roles in inflammation, pain, and cardiovascular function.
The Corey lactone framework features a bicyclic lactone structure with defined stereochemistry that provides the essential carbon skeleton and chiral centers required for prostaglandin synthesis. The 4-phenylbenzoate protecting group on the hydroxyl function offers excellent stability while remaining selectively removable under mild conditions, allowing for strategic deprotection in multi-step synthesis. This protected form is particularly valuable in complex synthetic sequences where orthogonal protection strategies are essential.
Beyond prostaglandin synthesis, this chiral building block finds applications in pharmaceutical research, medicinal chemistry, and asymmetric synthesis. The well-defined stereochemistry and readily functionalized positions enable its use as a template for creating diverse molecular architectures with controlled three-dimensional structure. Researchers utilize it for synthesizing prostaglandin analogs, developing anti-inflammatory agents, and exploring structure-activity relationships in eicosanoid biology.
At ChemContract Research, we supply (-)-Corey lactone 4-phenylbenzoate at 99% purity with >99% enantiomeric excess, verified by HPLC, chiral chromatography, and optical rotation measurements. Each batch includes a comprehensive Certificate of Analysis (COA) with complete characterization including NMR spectra, chiral purity data, and specific rotation values. Our product meets the stringent requirements for pharmaceutical intermediate production and total synthesis applications.
CAS Number: 31752-99-5
Common Name: (-)-Corey lactone derivative
Category: Chiral Building Block
Configuration: Optically pure (-)-enantiomer
Protecting Group: 4-Phenylbenzoate
Purity: 99% (HPLC, NMR)
Enantiomeric excess: >99% ee
Appearance: White to off-white solid
Solubility: CH₂Cl₂, CHCl₃, THF, ethyl acetate
Stability: Stable under inert atmosphere
Storage: 2-8°C refrigerated
Atmosphere: Argon or nitrogen
Moisture: Keep strictly anhydrous
Shelf Life: 24 months
Container: Sealed under inert gas
Identity: ¹H NMR, ¹³C NMR
Purity: HPLC ≥99%
Chiral purity: Chiral HPLC >99% ee
Optical rotation: [α]D verified
COA: Complete analytical package
Optical rotation: [α]D (specified)
Melting point: Characterized
TLC: Single spot (multiple systems)
Mass spec: Molecular weight confirmed
Purity methods: HPLC, NMR integration
Prostaglandin synthesis: Key intermediate
Total synthesis: Starting material
Pharmaceutical R&D: API intermediates
Methodology: Chiral synthesis studies
Scale: mg to multi-gram synthesis
(-)-Corey lactone 4-phenylbenzoate is an essential building block for complex natural product synthesis and pharmaceutical development.
Primary application as key chiral intermediate for prostaglandin construction.
Versatile chiral building block for natural product total synthesis.
Critical intermediate for API synthesis and drug development programs.
Template for SAR studies and analog development in drug discovery.
Chiral pool starting material for enantioselective synthesis.
Scale-up and manufacturing of prostaglandin-based pharmaceuticals.
Find answers to common questions about (-)-Corey lactone 4-phenylbenzoate.
(-)-Corey lactone 4-phenylbenzoate is a chiral building block essential for prostaglandin synthesis and pharmaceutical research.
Primary applications:
Historical significance: The Corey lactone was developed by E.J. Corey (Nobel Prize 1990) for his landmark total synthesis of prostaglandins, revolutionizing synthetic organic chemistry and enabling practical synthesis of these important bioactive molecules.
Why this derivative? The 4-phenylbenzoate protecting group provides excellent stability during multi-step synthesis while being selectively removable under mild conditions, making it ideal for complex synthetic sequences.
ChemContract supplies (-)-Corey lactone 4-phenylbenzoate at 99% purity with >99% enantiomeric excess (ee).
Quality specifications:
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Certificate of Analysis includes:
Proper storage is critical to maintain chemical and enantiomeric purity.
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The Corey lactone derivative is utilized in various synthetic transformations depending on the target molecule.
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The 4-phenylbenzoate ester serves as a protecting group with specific advantages.
Advantages of 4-phenylbenzoate protection:
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Yes, (-)-Corey lactone derivatives are used in commercial pharmaceutical manufacturing.
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We offer flexible quantities for research and commercial production.
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