Description

5,11-Bisthio-(R,R)-1,7-Diazatricyclo[7.3.0.07,11]Dodecane-2,8-Diketone is a sophisticated chiral bicyclic thiourea derivative, serving as a high-value building block and chiral ligand in advanced organic synthesis. Its unique, rigid tricyclic framework with defined stereochemistry makes it a critical component for asymmetric catalysis and molecular recognition. This compound is essential for research and development chemists in the pharmaceutical and fine chemical industries, where precise stereochemical control is paramount for creating novel active ingredients and functional materials.

Application

• Asymmetric Catalysis: Acts as a chiral ligand or organocatalyst for enantioselective C-C and C-X bond-forming reactions.
• Pharmaceutical Intermediate: Serves as a key chiral scaffold in the synthesis of complex drug candidates targeting neurological and metabolic disorders.
• Supramolecular Chemistry: Utilized in the development of anion receptors and molecular sensors due to its thiourea-based binding sites.
• Material Science: Employed as a precursor for chiral polymers or as a modifier to impart stereoselective properties to surfaces.
• Academic & Industrial R&D: A valuable tool for methodological development in organic synthesis and catalysis research.

Basic Information

Product Name	5,11-Bisthio-(R,R)-1,7-Diazatricyclo[7.3.0.07,11]Dodecane-2,8-Diketone
CAS No.	72744-67-3
Molecular Formula	C12H14N2O2S2
Molecular Weight	282.38 g/mol
Synonyms	(R,R)-1,7-Diazatricyclo[7.3.0.07,11]dodecane-2,8-dione, 5,11-bisthio-; 5,11-Bisthio-(R,R)-1,7-diazatricyclo[7.3.0.07,11]dodecane-2,8-dione; (R,R)-5,11-Dithia-1,7-diazatricyclo[7.3.0.07,11]dodecane-2,8-dione; Chiral Bicyclic Thiourea Derivative; (R,R)-TADDOL Thiourea Analogue; (R,R)-Dithia-diazatricyclododecanedione
EINECS	Contact for details

Quality Control

Our production of 5,11-Bisthio-(R,R)-1,7-Diazatricyclo[7.3.0.07,11]Dodecane-2,8-Diketone adheres to stringent quality protocols to ensure high chiral purity and batch-to-batch consistency, critical for sensitive asymmetric synthesis. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and chiral analysis. A comprehensive Certificate of Analysis (COA) detailing identity, purity, enantiomeric excess, and impurity profiles is provided with every 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). The compound may be moisture-sensitive; keep the container tightly sealed in a dry environment. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Loss on Drying	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 10 ppm

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