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BOc-3-Amino-3-(2,3-dichlorophenyl)-propionic acid

  • CAS No. 284493-64-7

  • Cat. No. CS-0161276
  • Molecule weight334.20
  • Purity≥98%
  • MDL No.MFCD02090706

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

BOc-3-Amino-3-(2,3-dichlorophenyl)-propionic acid|CS-0161276

Structure of 284493-64-7

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General Information

  • CAS No. 284493-64-7
  • Cat. No. CS-0161276
  • Purity ≥98%
  • MDL No. MFCD02090706
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇Cl₂NO₄
  • Molecular Weight 334.20
  • Synonym(s) 3-N-Boc-3-(2,3-dichlorophenyl)propionic acid
  • SMILES O=C(O)CC(NC(OC(C)(C)C)=O)C1=CC=CC(Cl)=C1Cl

Description

BOc-3-Amino-3-(2,3-dichlorophenyl)-propionic acid features a sterically hindered aryl moiety paired with a bench-stable Boc-protected amine, enabling direct incorporation into peptide synthesis workflows. The electron-deficient dichlorophenyl group enhances stability and modulates reactivity in coupling reactions.

Application

BOc-3-Amino-3-(2,3-dichlorophenyl)-propionic acid serves as a versatile building block for the synthesis of bioactive intermediates and pharmaceutical scaffolds. The protected amine enables straightforward conjugation in peptide coupling reactions, while the ortho-dichlorophenyl group provides enhanced metabolic stability and lipophilicity. Its bench-stable Boc functionality facilitates purification and handling, and it participates reliably in standard deprotection and functionalization protocols common to medicinal chemistry workflows.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
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    • 3-Amino-3-(2,3-dichlorophenyl)propanoic acid|CS-0157240
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    • ~80%
    • In-stock
      BOc-3-Amino-3-(2,3-dichlorophenyl)-propionic acid|CS-0161276
      284493-64-7

    References

    • BAYER SCHERING PHARMA AKTIENGESELLSCHAFT Patent: US2010/261771 A1, 2010 ; Location in patent: Page/Page column 40 ;

Safety Information

Download SDS
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-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.0339
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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