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7-[(3R)-3-[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-5-Oxo-1-Cyclopenten-1-Yl]-(5Z)-Heptenoic Acid-1-Methylethyl Ester CAS NO 474944-36-0


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CAS No.:474944-36-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

7-[(3R)-3-[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-5-Oxo-1-Cyclopenten-1-Yl]-(5Z)-Heptenoic Acid-1-Methylethyl Ester is a high-purity, advanced pharmaceutical intermediate featuring a protected hydroxyl group and a key cyclopentenone moiety. This compound is critical for the stereoselective synthesis of complex bioactive molecules, particularly prostaglandin analogs and other potent lipid mediators. It is an essential building block for R&D and production teams in the pharmaceutical, biotechnology, and fine chemical sectors requiring precise molecular architecture.

Application

  • Key Intermediate in Prostaglandin Synthesis: Serves as a crucial precursor in the multi-step synthesis of prostaglandin E and F series analogs, which are vital for drug development targeting inflammation, ocular health, and reproductive medicine.
  • Pharmaceutical R&D: Used in medicinal chemistry for the construction of novel drug candidates with cyclopentane or cyclopentenone core structures, enabling structure-activity relationship (SAR) studies.
  • Process Chemistry & Scale-Up: Employed in developing and optimizing commercial-scale manufacturing routes for active pharmaceutical ingredients (APIs) due to its defined stereochemistry and protective group strategy.
  • Biochemical Research: Utilized as a tool compound in studying the biological pathways and mechanisms of action of eicosanoids and related lipid signaling molecules.
  • Fine Chemical Production: Acts as a specialized synthon for producing other high-value, chiral intermediates used in agrochemicals and advanced material science.

Basic Information

Product Name 7-[(3R)-3-[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-5-Oxo-1-Cyclopenten-1-Yl]-(5Z)-Heptenoic Acid-1-Methylethyl Ester
CAS No. 474944-36-0
Molecular Formula C23H40O4Si
Molecular Weight 408.65 g/mol
Synonyms (5Z)-7-[(3R)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-5-oxo-1-cyclopenten-1-yl]-hept-5-enoic acid 1-methylethyl ester; Isopropyl (5Z)-7-[(3R)-3-[(tert-butyldimethylsilyl)oxy]-5-oxocyclopent-1-en-1-yl]hept-5-enoate; TBS-protected prostaglandin intermediate; Corey Lactone TBS Ether derivative; Prostaglandin F2α synthetic intermediate
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Quality Control

Every batch of this advanced intermediate is produced under strict quality management systems to ensure identity, purity, and consistency. Our rigorous analytical protocols include HPLC, GC, NMR, and chiral analysis to confirm stereochemical integrity and meet stringent specifications. A comprehensive Certificate of Analysis (COA) detailing all test results is provided with each shipment, supporting compliance in cGMP and ISO 9001 environments for pharmaceutical development.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C for long-term stability. This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when opening to prevent degradation. Keep away from strong acids and organic solvents.

Specification

Item Specification
Appearance Colorless to pale yellow viscous oil
Identification (IR) Conforms to reference spectrum
Identification (NMR) Conforms to structure (1H & 13C)
Purity (HPLC) ≥ 98.0% (Area %)
Enantiomeric Purity (Chiral HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH Q3C guidelines

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

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