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1-[3,5-Bis(Trifluoromethyl)Phenyl]-3-[(1S,2S)-(+)-2-(Dimethylamino)Cyclohexyl]Thiourea(S,S-Tuc) CAS NO 851477-20-8


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CAS No.:851477-20-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

1-[3,5-Bis(Trifluoromethyl)Phenyl]-3-[(1S,2S)-(+)-2-(Dimethylamino)Cyclohexyl]Thiourea (S,S-Tuc) is a high-value, chiral thiourea derivative that serves as a sophisticated organocatalyst and a key synthetic intermediate. Its primary value lies in its ability to facilitate highly enantioselective transformations, which are critical for producing optically pure compounds in pharmaceutical and advanced material synthesis. This compound is essential for R&D chemists and process development scientists in the pharmaceutical, agrochemical, and fine chemical industries who require precise stereochemical control. The CAS number for this compound is 851477-20-8.

Application

  • Asymmetric Organocatalysis: Employed as a chiral hydrogen-bond donor catalyst for enantioselective reactions such as Michael additions, Mannich reactions, and acylations.
  • Pharmaceutical Intermediate: Used in the research and development of active pharmaceutical ingredients (APIs) where chiral purity is paramount.
  • Ligand Synthesis: Serves as a precursor for the synthesis of complex chiral ligands used in metal-catalyzed processes.
  • Agrochemical Research: Applied in the synthesis of enantiomerically pure herbicides, fungicides, and plant growth regulators.
  • Academic & Industrial R&D: A valuable tool compound for methodological development in synthetic organic chemistry laboratories.
  • Fine Chemical Production: Used in the custom synthesis of specialty chemicals and flavors & fragrances requiring specific stereochemistry.

Basic Information

Product Name 1-[3,5-Bis(Trifluoromethyl)Phenyl]-3-[(1S,2S)-(+)-2-(Dimethylamino)Cyclohexyl]Thiourea (S,S-Tuc)
CAS No. 851477-20-8
Molecular Formula C₁₇H₁₉F₆N₃S
Molecular Weight 427.41 g/mol
Synonyms (S,S)-TUc; (1S,2S)-N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[2-(dimethylamino)cyclohexyl]thiourea; (S,S)-Thiourea Catalyst; (S,S)-TUc Organocatalyst; (S,S)-1-[3,5-Bis(trifluoromethyl)phenyl]-3-[2-(dimethylamino)cyclohexyl]thiourea; (S,S)-Jacobsen Thiourea Derivative; (S,S)-Chiral Thiourea; 851477-20-8
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Quality Control

Our 1-[3,5-Bis(Trifluoromethyl)Phenyl]-3-[(1S,2S)-(+)-2-(Dimethylamino)Cyclohexyl]Thiourea (S,S-Tuc) is manufactured under strict quality management systems to ensure batch-to-batch consistency and high chiral purity. Each lot is supported by a comprehensive Certificate of Analysis (COA) detailing identity, purity, and enantiomeric excess. We adhere to cGMP guidelines where applicable, and our analytical methods, including HPLC, NMR, and chiral analysis, are validated to meet rigorous pharmaceutical and research standards.

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 moisture-sensitive (hygroscopic) and should be handled under an inert atmosphere (e.g., nitrogen or argon) for long-term storage to prevent degradation. Keep the container tightly sealed when not in use.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Enantiomeric Excess (Chiral HPLC) ≥ 99.0%
Loss on Drying ≤ 0.5%
Residue on Ignition ≤ 0.1%
Heavy Metals ≤ 20 ppm

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

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