(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone TCI B4138

Chemical Identity

CAS No.: 346440-54-8
PubChem: CID 10309834·SID 354334237
Formula: C15H22N2O
Molecular weight: 246.35 g/mol
Purity: >97.0%(GC)
Reference databases: ChemSpider

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: (2S,5S)-5-benzyl-2-tert-butyl-3-methylimidazolidin-4-one
SMILES: CC(C)(C)[C@H]1N[C@H](C(=O)N1C)CC2=CC=CC=C2
InChIKey: SKHPYKHVYFTIOI-JSGCOSHPSA-N

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Berat 200mg 1g

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(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a chiral reagent widely used in asymmetric synthesis to facilitate the creation of enantiomerically pure compounds. This compound plays a crucial role in chemical reactions where precise control over stereochemistry is required. It is particularly valuable in the development of pharmaceuticals and organic chemicals, where the spatial arrangement of atoms significantly impacts biological activity. As a key component in chiral catalysis, it enables the selective formation of desired stereoisomers, making it indispensable in modern synthetic chemistry.

The compound's unique structure allows for specific interactions with substrates, enhancing reaction efficiency and selectivity. Its high stability under various reaction conditions ensures consistent performance in laboratory settings. The ability to produce compounds with defined chirality makes it a preferred choice for researchers aiming to achieve high yields and purity. Its reliability and effectiveness in complex chemical processes have solidified its position as a standard reagent in advanced synthetic methodologies.

In Indonesian laboratories, this reagent is commonly used in organic chemistry and pharmacological research. It supports the development of new drugs and compounds with specific stereochemical properties. Its application is particularly relevant in academic and industrial research settings where precision and reproducibility are essential. The compound's versatility and performance make it a valuable tool for scientists working on complex chemical transformations.

TCI brochures (PDF)

MacMillan Imidazolidinone Organocatalysts 2025-01-07 · p. 1
Asymmetric Organocatalysts 2025-06-12 · p. 3

Related TCI products

Asymmetric Synthesis: This compound is ideal for producing enantiomerically pure compounds, which is essential in pharmaceutical research where stereochemistry directly affects drug efficacy.
Organic Chemistry Research: It is frequently used in the synthesis of complex organic molecules, supporting the development of new chemical structures with specific stereochemical configurations.
Chiral Catalyst Development: Its role in chiral catalysis makes it a key component in the design of efficient and selective catalytic systems for industrial and academic applications.
Drug Discovery Programs: The compound's ability to control stereochemistry is crucial in the development of new therapeutic agents, ensuring the desired biological activity and minimizing side effects.
Analytical Chemistry: It is used in the preparation of chiral standards for analytical methods, enabling accurate determination of enantiomeric purity in various chemical samples.

From the TCI brochure

Enantioselective Mukaiyama–Michael reaction
Asymmetric 1,3-addition of aldehydes

Brand	TCI
CAS number	346440-54-8
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents
Pack sizes	Available in various quantities as per supplier specifications
Physical form	Solid, crystalline
Storage	Store in a cool, dry place away from light and moisture

Data from the TCI brochure

Beban katalis	20 mol% (Mukaiyama–Michael reaction with 2,4-dinitrobenzoic acid (20 mol%), CH2Cl2 - H2O)
Beban katalis	20 mol% (1,3-addition with H2O, CAN, 2,6-di-tert-butylpyridine, acetone, -20 °C)

Source: TCI brochure RR127 (2025-01-07)

This compound should be stored in a cool, dry environment, away from direct sunlight and sources of heat to maintain its stability. It is recommended to use airtight containers to prevent moisture absorption, which could affect its chemical integrity. Due to its chiral nature, it is important to handle the compound with care to avoid contamination or degradation. In laboratory settings, it should be kept in a designated storage area with controlled temperature and humidity levels. Proper labeling and safe handling procedures are essential to ensure the safety of laboratory personnel and the integrity of the material. Always follow standard chemical safety protocols when working with this compound.

References cited in the TCI brochure

Sean P. Brown. The First Enantioselective Organocatalytic Mukaiyama−Michael Reaction: A Direct Method for the Synthesis of Enantioenriched γ-Butenolide Architecture Journal of the American Chemical Society, 2003. doi:10.1021/ja029095q
Hye-Young Jang. Enantioselective Organocatalytic Singly Occupied Molecular Orbital Activation: The Enantioselective α-Enolation of Aldehydes Journal of the American Chemical Society, 2007. doi:10.1021/ja0719428