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CAS 79561-82-3

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(R)-N-BOC-4-Bromophenylalanine

Description:
(R)-N-BOC-4-Bromophenylalanine is a derivative of the amino acid phenylalanine, characterized by the presence of a bromine atom at the para 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 protection to the amino group during synthetic procedures, allowing for selective reactions at other functional groups. The bromine substituent can also facilitate further chemical modifications, such as nucleophilic substitutions. (R)-N-BOC-4-Bromophenylalanine is usually a white to off-white solid and is soluble in organic solvents like dichloromethane and dimethyl sulfoxide, but less soluble in water. Its chirality, indicated by the (R) configuration, is significant in biological systems, as it can influence the compound's interaction with enzymes and receptors. Overall, this compound is valuable in the field of organic synthesis and pharmaceutical development.
Formula:C14H17BrNO4
InChI:InChI=1/C14H18BrNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/p-1/t11-/m1/s1
SMILES:CC(C)(C)OC(=N[C@H](Cc1ccc(cc1)Br)C(=O)[O-])O
Synonyms:
  • Boc-D-4-Bromophenylalanine
  • Boc-4-Bromo-D-phenylalanine
  • Boc-D-Phe(4-Br)-OH
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