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CAS 145514-62-1

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(2R,3S)-Boc-3-phenylisoserine

Description:
(2R,3S)-Boc-3-phenylisoserine is an amino acid derivative characterized by its specific stereochemistry and functional groups. The "Boc" (tert-butyloxycarbonyl) group serves as a protective group for the amino functionality, enhancing the compound's stability and facilitating its use in peptide synthesis. The presence of the phenyl group at the 3-position contributes to the compound's hydrophobic characteristics, influencing its solubility and interaction with biological systems. The isoserine structure indicates that it is an analog of serine, with a unique configuration that may affect its biological activity and reactivity. This compound is often utilized in the synthesis of peptides and other bioactive molecules, making it valuable in medicinal chemistry and pharmaceutical research. Its specific stereochemistry (2R,3S) is crucial for its biological function, as the orientation of substituents can significantly impact interactions with enzymes and receptors. Overall, (2R,3S)-Boc-3-phenylisoserine is a versatile building block in organic synthesis and drug development.
Formula:C14H19NO5
InChI:InChI=1/C14H19NO5/c1-14(2,3)20-13(19)15-10(11(16)12(17)18)9-7-5-4-6-8-9/h4-8,10-11,16H,1-3H3,(H,15,19)(H,17,18)/t10-,11+/m0/s1
Synonyms:
  • (2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoic acid
  • (2R,3S)-3-t-butoxycarbony-carbonylamino-2-hydroxy-3-phenylpropinacid
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