BOC-L-2-Trifluoromethylphe, CAS No. 167993-21-7

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167993-21-7

Catalog No. EBD2199049

CAS 167993-21-7

Name BOC-L-2-Trifluoromethylphe

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Basic Information

Synonyms: boc-l-phe(2-trifluoromethyl)-oh boc-l-phe(2-cf3)-oh boc-phe(2-cf3)-oh boc-l-2-trifluoromethylphenylalanine boc-2-(trifluoromethyl)-l-phenylalanine (s)-2-tert-butoxycarbonylamino-3-(2-trifluoromethyl-phenyl)-propionicacid tert-butoxycarbonyl-l-2-trifluoromethylphenylalanine Boc-L-2-Trifluoromethylphe N-(tert-butoxycarbonyl)-2-(trifluoromethyl)-L-phenylalanine N-(tert-butoxycarbonyl)-2-(trifluoromethyl)-D-phenylalanine Boc-2-Trifluoromethyl-L-phenylalanine

Molecular Formula: C15H18F3NO4

Molecular Weight: 333.3

MDL Number: MFCD01862946

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

Boc-L-2-(Trifluoromethyl)phenylalanine is a non-natural, protected amino acid derivative. Its structure features an L-configuration alpha-amino acid core with a 2-(trifluoromethyl)phenyl substituent on the beta-carbon and a tert-butoxycarbonyl (Boc) protecting group on the amine functionality. This compound is primarily employed as a sophisticated building block in medicinal chemistry and peptide research. The incorporation of the trifluoromethylphenyl group introduces significant lipophilicity, metabolic stability, and potential for π-stacking interactions, which are desirable properties for modulating the pharmacokinetics and target binding of drug candidates. The Boc protecting group allows for selective deprotection under mild acidic conditions, facilitating its use in solid-phase peptide synthesis (SPPS) and the construction of complex peptide analogs. As a specialized, fluorinated amino acid analog, it is a key intermediate in the development of novel therapeutic peptides and peptidomimetics, particularly in areas targeting proteases, GPCRs, and protein-protein interactions. Its use is more specialized compared to common proteinogenic amino acid derivatives.

Physical Properties

Boiling Point: 421.8 °C at 760 mmHg

Flash Point: 208.9 °C

Density: 1.271 g/cm3