Boc-(S)-3-Amino-4-(2-fluorophenyl)butyric acid, CAS No. 218608-99-2

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218608-99-2

Catalog No. EBD19963

CAS 218608-99-2

Name Boc-(S)-3-Amino-4-(2-fluorophenyl)butyric acid

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Basic Information

Synonyms: Boc-(S)-3-amino-4-(2-fluoro-phenyl)-butyricacid Boc-L-3-Amino-4-(2-fluorophenyl)-butyricacid (3S)-3-[(tert-butoxycarbonyl)amino]-4-(2-fluorophenyl)butanoicacid Boc-β-HoPhe(2-F)-OH (S)-N-(tert-Butoxycarbonyl)-3-amino-4-(2-fluorophenyl)butyricacid Boc-(S)-3-Amino-4-(2-fluorophenyl)butyricacid

Molecular Formula: C15H20FNO4

Molecular Weight: 297.32

MDL Number: MFCD01076279

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs

Product Description:

(S)-N-Boc-3-amino-4-(2-fluorophenyl)butyric acid is a chiral, non-natural amino acid derivative. It features a 2-fluorophenyl group, a Boc-protected amine, and a carboxylic acid functional group, making it a versatile building block in organic synthesis, particularly for the introduction of a fluorinated phenylalanine-like moiety. This compound is primarily utilized as a key chiral intermediate in the pharmaceutical industry. Its most notable application is in the synthesis of bioactive molecules targeting the central nervous system. It serves as a crucial precursor in the production of BMS-204352 (MaxiPost), a potent maxi-K channel opener that was investigated for the treatment of stroke and other neurological conditions. The presence of the fluorine atom and the chiral center is critical for the biological activity and metabolic stability of the final drug candidates. The Boc protecting group allows for selective deprotection and further functionalization during multi-step synthetic routes, highlighting its importance in modern medicinal chemistry.

Physical Properties

Boiling Point: 429.94 °C at 760 mmHg

Flash Point: 213.821 °C

Density: 1.214 g/cm3