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(R)-3-Amino-3-(3-bromophenyl)propanoicacid

  • CAS No. 788153-27-5

  • Cat. No. CS-0171078
  • Molecule weight244.09
  • Purity≥98%
  • MDL No.MFCD04113653

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

(R)-3-Amino-3-(3-bromophenyl)propanoicacid|CS-0171078

Structure of 788153-27-5

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General Information

  • CAS No. 788153-27-5
  • Cat. No. CS-0171078
  • Purity ≥98%
  • MDL No. MFCD04113653
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀BrNO₂
  • Molecular Weight 244.09
  • Synonym(s) (R)-3-Amino-3-(3-bromophenyl)propanoic acid
  • SMILES C1=CC(=CC(=C1)Br)[C@@H](CC(=O)O)N

Description

(R)-3-Amino-3-(3-bromophenyl)propanoic acid features a chiral center flanked by an amino group and a para-brominated phenyl moiety, delivering high enantioselectivity in asymmetric synthesis. This bench-stable derivative integrates readily into peptidomimetic scaffolds and serves as a key intermediate for bioactive molecules requiring precise stereochemical control.

Application

(R)-3-Amino-3-(3-bromophenyl)propanoic acid serves as a valuable chiral building block for the synthesis of bioactive molecules, particularly in medicinal chemistry and peptide-based drug discovery. Its well-defined stereochemistry and compatibility with standard amine and carboxylic acid transformations enable reliable functionalization. The bromophenyl moiety provides a versatile handle for palladium-catalyzed cross-coupling reactions, facilitating the construction of complex aromatic scaffolds. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring high stereoselectivity and functional group integrity.

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   63.32
  • LogP   1.9236
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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