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CS-W001157 4
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(2R,3S)-3-Amino-2-hydroxy-4-phenylbutanoic acid

  • CAS No. 62023-63-6

  • Cat. No. CS-0094025
  • Molecule weight195.22
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(2R,3S)-3-Amino-2-hydroxy-4-phenylbutanoic acid|CS-0094025

Structure of 62023-63-6

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General Information

  • CAS No. 62023-63-6
  • Cat. No. CS-0094025
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₃
  • Molecular Weight 195.22
  • Synonym(s) BESTATIN IMPURITY 1
  • SMILES N[C@H]([C@H](C(O)=O)O)CC1=CC=CC=C1

Description

This chiral amino acid derivative features a hydroxyl group adjacent to a tertiary amine, enabling hydrogen bonding and conformational rigidity. The phenyl substituent imparts aromatic character and enhances π-stacking potential. This scaffold serves as a key building block in peptide mimetics and bioactive molecule synthesis.

Application

(2R,3S)-3-Amino-2-hydroxy-4-phenylbutanoic acid serves as a valuable chiral building block for the synthesis of bioactive heterocycles and peptide-like scaffolds. Its defined stereochemistry enables precise control in cascade cyclizations and side-chain functionalizations. The molecule exhibits bench stability, tolerates common protecting groups, and participates reliably in amide coupling and conjugate addition reactions, facilitating efficient access to complex molecular architectures in medicinal chemistry campaigns.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   83.55
  • LogP   0.0019
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   4

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