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Atomfair N-Boc-4-bromo-L-phenylalanine ethyl ester C16H22BrNO4

Description N-Boc-4-bromo-L-phenylalanine ethyl ester (CAS No. 591249-54-6) is a high-purity, synthetic amino acid derivative designed for advanced research and pharmaceutical applications. This compound, with the molecular formula C16H22BrNO4, features a Boc-protected amine group and an ethyl ester moiety, making it a versatile intermediate in peptide synthesis and medicinal chemistry. Its IUPAC name, ethyl (2S)-3-(4-bromophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate , reflects its stereospecific (L-configuration) and functionalized structure. Ideal for researchers, this product is rigorously tested for purity (>98% by HPLC) and stability, ensuring reliable performance in coupling reactions, solid-phase peptide synthesis (SPPS), and drug discovery. Packaged under inert gas to prevent degradation, it is supplied…

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Description

Description

N-Boc-4-bromo-L-phenylalanine ethyl ester (CAS No. 591249-54-6) is a high-purity, synthetic amino acid derivative designed for advanced research and pharmaceutical applications. This compound, with the molecular formula C16H22BrNO4, features a Boc-protected amine group and an ethyl ester moiety, making it a versatile intermediate in peptide synthesis and medicinal chemistry. Its IUPAC name, ethyl (2S)-3-(4-bromophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate, reflects its stereospecific (L-configuration) and functionalized structure. Ideal for researchers, this product is rigorously tested for purity (>98% by HPLC) and stability, ensuring reliable performance in coupling reactions, solid-phase peptide synthesis (SPPS), and drug discovery. Packaged under inert gas to prevent degradation, it is supplied in amber glass vials with detailed analytical certificates (CoA).

  • CAS No: 591249-54-6
  • Molecular Formula: C16H22BrNO4
  • Molecular Weight: 372.25
  • Exact Mass: 371.07322
  • Monoisotopic Mass: 371.07322
  • IUPAC Name: ethyl (2S)-3-(4-bromophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  • SMILES: CCOC(=O)[C@H](CC1=CC=C(C=C1)Br)NC(=O)OC(C)(C)C
  • Synonyms: N-Boc-4-bromo-L-phenylalanine ethyl ester, 591249-54-6, ethyl (2S)-3-(4-bromophenyl)-2-[(tert-butoxycarbonyl)amino]propanoate, SCHEMBL5887694, TUSUIFZPZLFHKN-ZDUSSCGKSA-N

Application

N-Boc-4-bromo-L-phenylalanine ethyl ester is widely used as a key building block in peptide synthesis, particularly for introducing brominated phenylalanine residues into bioactive sequences. Its Boc-protecting group enables selective deprotection under mild acidic conditions, facilitating stepwise elongation in SPPS. Researchers also employ it in cross-coupling reactions (e.g., Suzuki-Miyaura) to create biaryl-modified peptides or small-molecule libraries. Additionally, it serves as a precursor for bromine-functionalized drug candidates targeting GPCRs or enzyme inhibitors.

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