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benzyl (2R)-2-amino-2-[3-(trifluoromethyl)bicyclo[1.1.1]pentan-1-yl]acetate

CAS 1983347-20-1Formula C15H16F3NO2MW 299.29PubChem 121604886

Benzyl (2R)-2-amino-2-[3-(trifluoromethyl)bicyclo[1.1.1]pentan-1-yl]acetate is a chiral organic compound featuring a bicyclo[1.1.1]pentane (BCP) core substituted with a trifluoromethyl group, an amino group, and a benzyl ester. This compound is suitable for research applications, particularly in medicinal chemistry and drug discovery, where its unique structural elements can contribute to novel molecular designs.

Loading RDKit molecule structure...
InChIKey: ABJLVYBEEDJSKD-XGNXJENSSA-NC15H16F3NO2 | MW 299.29

Chemical Identity

Molecular Formula

C15H16F3NO2

Molecular Weight

299.29 g/mol

Exact Mass

299.113313

PubChem CID

121604886

IUPAC Name

benzyl (2R)-2-amino-2-[3-(trifluoromethyl)-1-bicyclo[1.1.1]pentanyl]acetate

SMILES String

N[C@@H](C(=O)OCc1ccccc1)C12CC(C(F)(F)F)(C1)C2

Names & Synonyms

benzyl(2R)-2-amino-2-[3-(trifluoromethyl)bicyclo[1.1.1]pentan-1-yl]acetate
External Identifiers
AKOS026740311

Catalog Overview

Benzyl (2R)-2-amino-2-[3-(trifluoromethyl)bicyclo[1. 1. 1]pentan-1-yl]acetate is a complex organic molecule with a molecular formula of C15H16F3NO2 and a molecular weight of 299. 29 g/mol.

Use Context

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Read more catalog context

Benzyl (2R)-2-amino-2-[3-(trifluoromethyl)bicyclo[1.1.1]pentan-1-yl]acetate is a complex organic molecule with a molecular formula of C15H16F3NO2 and a molecular weight of 299.29 g/mol. It incorporates a chiral amino acid derivative structure, specifically a benzyl ester of an alpha-amino acid. A key feature is the presence of a 3-(trifluoromethyl)bicyclo[1.1.1]pentan-1-yl moiety, which is a rigid, three-dimensional scaffold often employed in medicinal chemistry as a bioisostere for phenyl rings or as a constrained linker. The trifluoromethyl group is known to enhance lipophilicity, metabolic stability, and binding affinity in drug candidates. The (2R) stereochemistry at the alpha-carbon is precisely defined, making this compound valuable for stereoselective synthesis and studies requiring specific enantiomers. Its 'druglike_bioactive_like' structural classification suggests its potential as a building block for synthesizing novel compounds with biological activity.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White crystalline solid

Physical State

Solid

Melting Point

110.0 °C

Boiling Point

350.0 °C

Density

1.3 g/cm³

Water Solubility

Slightly soluble

Flash Point

200.0 °C

Applications / Classifications

Research intermediateCustom synthesis building block

Biological Target Reference

No verified biological target assignment. This compound is listed primarily as a research or synthetic intermediate.

Preliminary Safety-Style Reference

Preliminary

Preliminary safety-style information for reference only. Not a supplier SDS.

Handling and Storage
  • Handle benzyl (2R)-2-amino-2-[3-(trifluoromethyl)bicyclo[1.1.1]pentan-1-yl]acetate with appropriate personal protective equipment (PPE), including gloves, eye protection, and a lab coat. Use in a well-ventilated area or fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Always consult the Safety Data Sheet (SDS) for detailed hazard information and safe handling procedures before use. Store in a cool, dry place, away from incompatible materials.

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