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TCI

CAS 390766-89-9

(2R,5R)-(+)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone TCI B4137

(2R,5R)-(+)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone TCI B4137

Chemical Identity

CAS No.
390766-89-9
PubChem
CID 11230366·SID 468590508
Formula
C15H22N2O
Molecular weight
246.35 g/mol
Purity
>97.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(2R,5R)-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-TZMCWYRMSA-N
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(2R,5R)-(+)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a chiral compound widely used in asymmetric synthesis to produce molecules with specific optical properties. This reagent plays a crucial role in laboratories where the goal is to create enantiomerically pure compounds. Its unique structure enables it to act as a chiral catalyst or ligand, guiding chemical reactions toward the desired stereochemical outcome. This compound is essential for researchers aiming to develop pharmaceuticals and organic chemicals with high biological activity.

The compound's strong (+)-configuration and chiral framework make it a preferred choice in asymmetric synthesis. Its ability to interact selectively with substrates ensures that only the desired enantiomer is formed, which is vital in pharmaceutical research. The compound's stability and reactivity under controlled conditions further enhance its utility in complex chemical processes. These properties make it a reliable and effective tool for achieving precise stereochemical control in synthetic reactions.

In Indonesian laboratories, this compound is commonly used by chemists and pharmacologists in the development of new compounds with high biological activity. It is particularly relevant in research focused on asymmetric synthesis and drug development. Its application supports the creation of pharmaceuticals and industrial chemicals that require specific optical properties. This compound is a key component in the advancement of chemical research in Indonesia.

TCI brochures (PDF)

  • Asymmetric synthesis is a key application where this compound acts as a chiral catalyst, enabling the selective formation of enantiomers with high optical purity.
  • Pharmaceutical research benefits from its use in the development of drugs requiring specific stereochemistry, enhancing the efficacy and safety of medicinal compounds.
  • Organic chemistry experiments rely on its chiral properties to guide reactions toward desired products, improving yield and selectivity in complex syntheses.
  • Industrial chemical production utilizes this compound to create optically active materials with specific functional properties.
  • Analytical chemistry applications involve its use in characterizing chiral compounds and assessing their optical activity through spectroscopic methods.

From the TCI brochure

  • Asymmetric epoxidation of α,β-unsaturated aldehydes

Brand TCI
CAS number 390766-89-9
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 powder
Storage Store in a cool, dry place away from light and moisture

Data from the TCI brochure

Beban katalis20 mol% (Asymmetric epoxidation with TfOH (20 mol%) and iodosobenzene, CH2Cl2, -50 °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 moisture. It is recommended to use airtight containers to prevent exposure to air and humidity, which may affect its stability. Proper labeling of containers is essential to ensure safe handling and prevent cross-contamination. In laboratory settings, it should be handled with appropriate personal protective equipment, including gloves and safety goggles, to minimize exposure. Due to its chiral nature, it is important to maintain strict control over its storage conditions to preserve its optical properties and effectiveness in chemical reactions. Always follow standard laboratory safety protocols when working with this compound.

References cited in the TCI brochure

  1. Sandra Lee. Enantioselective organocatalytic epoxidation using hypervalent iodine reagents Tetrahedron, 2006. doi:10.1016/j.tet.2006.07.055