(S)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid, CAS No. 261165-06-4

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261165-06-4

Catalog No. EBD28850

CAS 261165-06-4

Name (S)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid

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Basic Information

Synonyms: (S)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoicacid Boc-(S)-3-Amino-3-(4-bromophenyl)-propionicacid (S)-N-3-(BOC-AMINO)-3-(4-BROMOPHENYL)-PROPANOICACID (S)-3-(BOC-AMINO)-3-(4-BROMOPHENYL)-PROPANOICACID (S)-N-BOC-3-Amino-3-(4-bromophenyl)propanoicacid Boc-3-S-4-Bromophenylalanine boc-4-bromo-D-beta-phenylalanine (S)-N-tert-Butoxycarbonyl-3-amino-3-(4-bromophenyl)propanoicacid (S)-N-BOC-beta-(4-bromophenyl)-beta-alanine

Molecular Formula: C14H18BrNO4

Molecular Weight: 344.2

MDL Number: MFCD03419292

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

Product Description:

(S)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid is a chiral, Boc-protected beta-amino acid derivative featuring a 4-bromophenyl group. Its structure combines a tert-butoxycarbonyl (Boc) protecting group on the amino moiety and a bromine atom on the aromatic ring, offering orthogonal reactivity for synthetic transformations. This compound serves as a key chiral building block in medicinal chemistry, particularly for the synthesis of beta-peptide analogs and pharmaceutical intermediates. The bromine substituent enables further functionalization via cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig), while the Boc group allows selective deprotection under acidic conditions. It is widely utilized in drug discovery programs targeting neurological disorders, oncology, and metabolic diseases, where beta-amino acid scaffolds are employed to enhance metabolic stability and bioactivity. As a high-value intermediate, it is typically stored at 2-8буC to maintain stability. Its enantiopure form (S-configuration) is critical for stereoselective synthesis in active pharmaceutical ingredient (API) development.

Physical Properties

Melting Point: 143.8 °C

Boiling Point: 479.1°C at 760mmHg

Flash Point: 243.6°C

Density: 1.403g/cm3