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

  • CAS No. 59554-14-2

  • Cat. No. CS-0162360
  • Molecule weight195.22
  • Purity≥97%
  • MDL No.MFCD00070368

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

(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyric acid|CS-0162360

Structure of 59554-14-2

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General Information

  • CAS No. 59554-14-2
  • Cat. No. CS-0162360
  • Purity ≥97%
  • MDL No. MFCD00070368
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₃
  • Molecular Weight 195.22
  • Synonym(s) beta-Amino-alpha-hydroxybenzenebutanoic acid
  • SMILES O=C(O)[C@@H](O)[C@H](N)CC1=CC=CC=C1

Description

This chiral amino acid derivative features a stereodefined (2S,3R) configuration, combining a primary amine and a β-hydroxyl group flanking a phenyl-substituted carbon chain. The structural motif enables integration into peptide-based scaffolds and bioactive molecules, where the hydroxyamine functionality supports hydrogen bonding and metabolic stability. Its bench-stable nature facilitates handling in synthetic workflows.

Application

(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyric acid serves as a stereochemically defined building block for β-amino alcohol and β-hydroxy amino acid derivatives. Its well-defined stereocenters enable reliable incorporation into peptidomimetics and bioactive heterocycles. The molecule exhibits bench stability, tolerates common functional group manipulations, and facilitates efficient coupling reactions via its carboxylic acid and amine functionalities.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-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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