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CAS 261360-76-3

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(R)-N-BOC-2-Bromophenylalanine

Description:
(R)-N-BOC-2-Bromophenylalanine is a derivative of the amino acid phenylalanine, characterized by the presence of a bromine atom at the 2-position of the phenyl ring and a tert-butyloxycarbonyl (BOC) protecting group on the amino group. This compound is typically used in peptide synthesis and medicinal chemistry due to its ability to serve as a building block for more complex molecules. The BOC group provides stability and protection during synthetic procedures, allowing for selective reactions. The bromine substituent can facilitate further functionalization or coupling reactions, making it a versatile intermediate. As a chiral compound, it exists in two enantiomeric forms, with the (R)-configuration being of particular interest in biological applications, as it may exhibit different pharmacological properties compared to its (S)-counterpart. The compound is generally handled with standard laboratory safety precautions, and its properties, such as solubility and reactivity, can vary depending on the solvent and conditions used in synthesis or application.
Formula:C14H18BrNO4
InChI:InChI=1/C14H18BrNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-6-4-5-7-10(9)15/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m1/s1
SMILES:CC(C)(C)OC(=N[C@H](Cc1ccccc1Br)C(=O)O)O
Synonyms:
  • Boc-D-2-Bromophenylalanine
  • Boc-2-Bromo-D-phenylalanine
  • Boc-D-Phe(2-Br)-OH
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