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n-[(1S,2S)-2-(Dimethylamino)Cyclohexyl]-N'-(2,3,4,6-Tetra-o-Acetyl-β-D-Glucopyranosyl)-Thiourea CAS NO 1133834-54-4
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CAS No.:1133834-54-4
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
n-[(1S,2S)-2-(Dimethylamino)Cyclohexyl]-N'-(2,3,4,6-Tetra-o-Acetyl-β-D-Glucopyranosyl)-Thiourea is a sophisticated chiral thiourea derivative designed for high-value applications in chemical synthesis and research. This compound is a critical intermediate or ligand in asymmetric catalysis, enabling the production of enantiomerically pure pharmaceuticals and fine chemicals. It is essential for R&D chemists and process development scientists in the pharmaceutical, agrochemical, and specialty chemical industries seeking to develop novel synthetic routes with high stereoselectivity.
Application
- Asymmetric Organocatalysis: Acts as a chiral hydrogen-bond donor catalyst for enantioselective transformations, such as Michael additions and Mannich reactions.
- Pharmaceutical Intermediate: Serves as a key building block in the synthesis of complex, biologically active molecules, particularly for drug discovery programs.
- Chiral Ligand Synthesis: Used in the preparation of ligands for transition metal catalysis to induce chirality in reaction products.
- Carbohydrate Chemistry Research: A valuable tool for studying glycosylation reactions and the modification of sugar derivatives due to its acetyl-protected glucopyranosyl moiety.
- Chemical Biology Probes: Can be utilized in the development of molecular probes to study enzyme mechanisms or biological recognition events.
- Academic & Industrial R&D: A high-purity reference standard for method development and analytical studies in synthetic chemistry laboratories.
Basic Information
| Product Name | n-[(1S,2S)-2-(Dimethylamino)Cyclohexyl]-N'-(2,3,4,6-Tetra-o-Acetyl-β-D-Glucopyranosyl)-Thiourea |
| CAS No. | 1133834-54-4 |
| Molecular Formula | C23H37N3O9S |
| Molecular Weight | 531.62 g/mol |
| Synonyms | (1S,2S)-N-(2-(Dimethylamino)cyclohexyl)-N'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thiourea; (1S,2S)-2-(Dimethylamino)cyclohexyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl thiourea; Thiourea, N-[(1S,2S)-2-(dimethylamino)cyclohexyl]-N'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-; Chiral Thiourea Catalyst; Acetylated Glucosyl Thiourea Derivative |
| EINECS | Contact for details |
Quality Control
Our n-[(1S,2S)-2-(Dimethylamino)Cyclohexyl]-N'-(2,3,4,6-Tetra-o-Acetyl-β-D-Glucopyranosyl)-Thiourea is manufactured under strict quality management systems. Every batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure it meets the stringent requirements for research and process chemistry. Certificates of Analysis (COA) detailing identity, purity, and chiral excess are provided with each shipment.
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 product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. For long-term storage, consider storing under an inert atmosphere.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white solid |
| Identification (IR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Chiral Purity (Chiral HPLC) | ≥ 99.0% ee |
| Water Content (KF) | ≤ 0.5% |
| Residual Solvents (GC) | Meets ICH guidelines |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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