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n-(8α,9S)-Cinchonan-9-Yl-N'-[(2S)-2-Pyrrolidinylmethyl]-Thiourea CAS NO 1222966-34-8
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CAS No.:1222966-34-8
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
n-(8α,9S)-Cinchonan-9-Yl-N'-[(2S)-2-Pyrrolidinylmethyl]-Thiourea is a sophisticated chiral thiourea derivative, structurally derived from cinchona alkaloids, designed for high-performance asymmetric catalysis and molecular recognition. This compound is valued for its role as a potent organocatalyst, enabling enantioselective transformations critical for producing single-isomer pharmaceutical intermediates and fine chemicals. It is essential for research and development chemists in the pharmaceutical, agrochemical, and specialty chemical sectors who require precise stereochemical control in synthetic pathways.
Application
- As a chiral organocatalyst for enantioselective synthesis, including Michael additions, Mannich reactions, and acylations.
- In the pharmaceutical industry for the research and development of active pharmaceutical ingredients (APIs) requiring specific stereochemistry.
- As a key component in ligand libraries for screening in asymmetric metal catalysis and combinatorial chemistry.
- For the development of molecular sensors and receptors due to its hydrogen-bonding thiourea moiety and chiral recognition sites.
- In academic and industrial R&D for methodological studies in organic synthesis and catalysis.
- Potential use in the synthesis of agrochemicals and other bioactive compounds where chirality impacts efficacy.
Basic Information
| Product Name | n-(8α,9S)-Cinchonan-9-Yl-N'-[(2S)-2-Pyrrolidinylmethyl]-Thiourea |
| CAS No. | 1222966-34-8 |
| Molecular Formula | C₂₅H₃₂N₄OS |
| Molecular Weight | 436.61 g/mol |
| Synonyms | (8α,9S)-N-[(2S)-2-Pyrrolidinylmethyl]-9-cinchonanamine, 1-[(2S)-2-Pyrrolidinylmethyl]-3-[(8α,9S)-cinchonan-9-yl]thiourea; Cinchona Alkaloid Thiourea Derivative; Chiral Cinchona Thiourea Organocatalyst; (S,S)-Cinchona-Pyrrolidine Thiourea Catalyst; Asymmetric Organocatalyst 1222966-34-8; N-[(8α,9S)-Cinchonan-9-yl]-N'-[(2S)-2-pyrrolidinylmethyl]thiourea |
| EINECS | Contact for details |
Quality Control
Our production of this high-value chiral compound adheres to stringent quality control protocols to ensure batch-to-batch consistency and purity for catalytic performance. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and chiral analysis. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and chiral purity is provided with every shipment, supporting compliance with research and cGMP development standards where applicable.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is light-sensitive and should be handled under an inert atmosphere if necessary to prevent degradation. Keep the container sealed to minimize exposure to moisture.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white solid |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Chiral Purity (Chiral HPLC) | ≥ 99.0% ee |
| Water Content (KF) | ≤ 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.
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