(S,S)-(-)-2,2'-Isopropylidenebis(4-tert-butyl-2-oxazoline) TCI I0567

Chemical Identity

CAS No.: 131833-93-7
PubChem: CID 688208·SID 87571911
Formula: C17H30N2O2
Molecular weight: 294.4 g/mol
Purity: >97.0%(GC)
Reference databases: ChemSpider·ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: (4S)-4-tert-butyl-2-[2-[(4S)-4-tert-butyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl]-4,5-dihydro-1,3-oxazole
SMILES: CC(C)(C)[C@H]1COC(=N1)C(C)(C)C2=N[C@H](CO2)C(C)(C)C
InChIKey: DPMGLJUMNRDNMX-VXGBXAGGSA-N

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(S,S)-(-)-2,2'-Isopropylidenebis(4-tert-butyl-2-oxazoline) is a chiral reagent widely used in asymmetric synthesis within laboratory settings. This compound plays a crucial role in the development of chiral molecules, particularly in organic chemistry research. Its unique structure allows it to act as a ligand or catalyst in reactions that require precise stereoselectivity. Due to its chiral nature, it is essential in the synthesis of complex molecules with specific stereochemistry, which is vital in pharmaceutical and materials science applications. This reagent is commonly employed in laboratories that focus on enantioselective reactions and the production of optically active compounds. Its effectiveness in controlling reaction outcomes makes it a valuable tool for chemists working on advanced synthetic methodologies.

The compound is valued for its high chiral purity and structural stability, which contribute to its effectiveness in catalytic and synthetic processes. Its molecular architecture enables it to interact selectively with specific substrates, enhancing reaction efficiency and yield. The presence of tert-butyl groups provides additional steric bulk, which further influences the stereochemical outcome of reactions. These properties make it a preferred choice for researchers aiming to achieve high enantioselectivity and control over reaction pathways. The compound's consistent performance across various reaction conditions ensures reliability in both academic and industrial research environments.

In Indonesian laboratories, this reagent is commonly used in research related to pharmaceutical development, polymer chemistry, and fine chemical synthesis. It supports the creation of chiral compounds that are essential for drug development and advanced material fabrication. Its application is particularly relevant in academic institutions and research centers focused on asymmetric synthesis and catalytic processes. The compound's versatility and effectiveness make it a standard component in many chemical laboratories across Indonesia.

TCI brochures (PDF)

Chiral Ligands 2024-12-13 · p. 3
Asymmetric Synthesis 2026-03-18 · p. 4
Ligands 2025-12-01 · p. 3

Related TCI products

Asymmetric synthesis: This reagent is ideal for enantioselective reactions due to its chiral structure, enabling the production of optically active compounds with high stereocontrol.
Chiral ligand in catalytic reactions: Its ability to act as a ligand enhances catalytic efficiency and selectivity in transition metal-catalyzed processes.
Pharmaceutical research: It is used in the synthesis of chiral pharmaceutical intermediates, supporting the development of new drugs with specific stereochemistry.
Organic chemistry research: The compound is essential for studies involving stereoselective transformations and the exploration of new synthetic methodologies.
Material science applications: It contributes to the synthesis of chiral polymers and advanced materials with tailored properties.

Brand	TCI
CAS number	131833-93-7
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents
Pack sizes	Available in various quantities as per standard chemical supply practices
Physical form	Solid (exact form may vary depending on supplier)
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 moisture to maintain its chemical integrity. It is recommended to use airtight containers to prevent exposure to air and humidity, which could affect its stability. Proper labeling of storage containers is essential for safe handling and easy identification. In laboratory settings, it should be handled with appropriate personal protective equipment, including gloves and safety goggles, to ensure safety. Due to its chiral nature, it is important to maintain its purity and avoid contamination during storage and use. Regular inspection of storage conditions ensures that the compound remains effective for its intended applications.

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