(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone TCI B2165

Chemical Identity

CAS No.: 131685-53-5
PubChem: CID 10966403·SID 87565027
Formula: C13H15NO3
Molecular weight: 233.26 g/mol
Purity: >98.0%(GC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: (4R)-4-benzyl-3-propanoyl-1,3-oxazolidin-2-one
SMILES: CCC(=O)N1[C@@H](COC1=O)CC2=CC=CC=C2
InChIKey: WHOBYFHKONUTMW-LLVKDONJSA-N

Rp 1.405.950,00

~~Rp 998.550,00~~ Rp 1.405.950,00

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Berat 1g 5g 25g

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Dokumen Keamanan & Mutu

↓ Unduh SDS / MSDS (PDF resmi TCI)

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(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone is a chiral compound widely used in asymmetric synthesis to produce molecules with specific stereochemistry. This material functions as a chiral auxiliary, playing a crucial role in guiding the formation of enantiomerically pure products. In laboratory settings, it is essential for achieving high enantiomeric excess, which is vital in pharmaceutical and organic chemistry research. Its application is particularly relevant in the development of bioactive compounds, where stereochemistry directly influences biological activity.

The compound’s unique molecular structure allows it to form stable complexes with substrates, enhancing reaction selectivity. Its stability under various reaction conditions makes it a reliable choice for synthetic chemists. Additionally, its ability to participate in multiple reaction pathways increases its versatility in laboratory applications. The compound’s chiral nature ensures that it can be used to produce enantiomerically pure products, which are critical in drug development and other advanced chemical processes.

In Indonesian laboratories, this compound is commonly used in organic chemistry research, especially in asymmetric synthesis and the development of biologically active compounds. It is a key reagent in academic and industrial research settings, supporting the creation of compounds with specific stereochemical properties. Its use is prevalent in both academic institutions and research centers focused on pharmaceutical and chemical innovation.

Advantages (TCI brochure)

Used in the Evans aldol step of the Novartis discodelmoride synthesis at 30 kg scale
Gives intermediate 1 in high diastereoselectivity and enantioselectivity

TCI brochures (PDF)

Chiral Auxiliaries and Optical Resolving Agents 2025-06-17 · p. 3
Asymmetric Synthesis 2026-03-18 · p. 4

Related TCI products

Asymmetric synthesis is a key application where this compound is used to control stereochemistry and produce enantiomerically pure compounds.
Pharmaceutical research benefits from its ability to generate chiral intermediates essential for drug development and bioactive molecule synthesis.
Organic chemistry experiments rely on its chiral structure to guide reaction pathways and enhance selectivity in complex syntheses.
Industrial chemical processes utilize it to create compounds with specific stereochemical configurations required for high-performance materials.
Academic research in Indonesia frequently employs this compound for teaching and experimental purposes in chiral synthesis and stereochemistry studies.

From the TCI brochure

Evans aldol reaction
Large-scale synthesis of discodelmoride
Bu2BOTf, iPr2NEt [D1599], CH2Cl2 (skala 30 kg)

Brand	TCI
CAS number	131685-53-5
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Auxiliaries
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

This compound should be stored in a cool, dry environment, away from direct light and moisture to maintain its stability and effectiveness. It is recommended to use airtight containers to prevent exposure to air and humidity, which could affect its chemical integrity. Laboratory personnel should handle the compound with care, using appropriate personal protective equipment such as gloves and safety goggles. Due to its chiral nature, it is important to ensure that the compound remains uncontaminated to preserve its stereochemical properties. Regular monitoring of storage conditions is advised to ensure optimal performance in chemical reactions and research applications.

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