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CS-W001157 4
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(S)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid

  • CAS No. 261165-06-4

  • Cat. No. CS-W009826
  • Purity≥96%
  • MDL No.MFCD03419292

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

(S)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid|CS-W009826

Structure of 261165-06-4

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General Information

  • CAS No. 261165-06-4
  • Cat. No. CS-W009826
  • Purity ≥96%
  • MDL No. MFCD03419292
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BrNO₄
  • Molecular Weight 344.20
  • Synonym(s) None
  • SMILES OC(C[C@H](NC(OC(C)(C)C)=O)C1=CC=C(Br)C=C1)=O

Description

(S)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid is a chiral building block featuring a para-brominated phenyl group and a protected amino functionality. This structure enables direct incorporation into peptide synthesis workflows, where the tert-butyl carbamate moiety provides stability and orthogonal deprotection compatibility. The molecule exhibits favorable solubility in common organic solvents and maintains integrity under standard bench conditions.

Application

(S)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid serves as a key chiral building block for synthesizing bioactive analogs, particularly in the development of peptidomimetics and heterocyclic scaffolds. The molecule combines a brominated aromatic ring with a protected α-amino acid functionality, enabling subsequent Suzuki-Miyaura coupling and selective deprotection under mild conditions. Its bench-stable tert-butyl carbamate group offers excellent functional group tolerance and simplifies purification, making it well-suited for iterative synthesis 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-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   75.63
  • LogP   3.4896
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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