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CAS 135616-40-9

(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine TCI B4418

(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine TCI B4418

Chemical Identity

CAS No.
135616-40-9
PubChem
CID 2733339·SID 253662530
Formula
C36H54N2O2
Molecular weight
546.8 g/mol
Purity
>98.0%(HPLC)(N)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2,4-ditert-butyl-6-[[(1R,2R)-2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]phenol
SMILES
CC(C)(C)C1=CC(=C(C(=C1)C(C)(C)C)O)C=N[C@@H]2CCCC[C@H]2N=CC3=C(C(=CC(=C3)C(C)(C)C)C(C)(C)C)O
InChIKey
FYNXDGNCEBQLGC-LOYHVIPDSA-N
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(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine is a chiral reagent widely used in asymmetric synthesis to produce compounds with specific stereochemical configurations. This material functions as a chiral catalyst or ligand, enabling precise control over reaction pathways in chemical processes. Its role in the laboratory is critical for achieving high enantiomeric purity, which is essential in the development of pharmaceuticals and other bioactive compounds. Due to its unique molecular structure, it is a key component in the synthesis of complex organic molecules with defined stereochemistry.

The compound's effectiveness stems from its stable chiral framework and its ability to selectively accelerate reactions under controlled conditions. Its molecular design allows for strong interactions with transition metals, making it suitable for a variety of asymmetric catalytic systems. The presence of bulky tert-butyl groups enhances its steric hindrance, contributing to its selectivity in stereocenter formation. These properties make it a preferred choice for researchers aiming to achieve high yields and specificity in their synthetic processes.

In Indonesian laboratories, this reagent is commonly used in pharmaceutical research, organic synthesis, and biochemical studies. It supports the development of new drugs and bioactive compounds by enabling the synthesis of enantiomerically pure materials. Researchers in academia and industry rely on this compound to advance their work in asymmetric catalysis and to meet the growing demand for chiral compounds in various scientific applications.

TCI brochures (PDF)

  • Asymmetric synthesis is a key application where this reagent enables the selective formation of chiral centers, making it ideal for producing enantiomerically pure compounds required in pharmaceutical development.
  • Organic chemistry research benefits from its ability to control reaction stereochemistry, allowing for the synthesis of complex molecules with specific stereochemical configurations.
  • Pharmaceutical development relies on this compound to create high-purity chiral intermediates, essential for the production of active pharmaceutical ingredients with desired biological activity.
  • Biochemical studies utilize it to synthesize compounds with defined stereochemistry, supporting research into enzyme mechanisms and drug-receptor interactions.
  • Academic research in Indonesia uses this reagent to explore new catalytic systems and improve synthetic methodologies in asymmetric transformations.

Brand TCI
CAS number 135616-40-9
Molecular formula —
Purity —
Category Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents
Pack sizes Available in various quantities as per standard laboratory supply
Physical form Solid, typically in powder or crystalline form
Storage Store in a cool, dry place away from light and moisture

This reagent should be stored in a cool, dry environment, away from direct sunlight and sources of heat. It is recommended to use airtight containers to prevent moisture absorption and maintain its chemical integrity. Due to its chiral nature, it should be handled with care to avoid contamination or degradation. Proper labeling of storage containers is essential for safe handling and identification. Laboratory personnel should wear appropriate personal protective equipment, such as gloves and safety goggles, when working with this compound. Regular monitoring of storage conditions ensures the reagent remains effective for its intended applications.

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