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CS-W001157 4
Total: USD 88.00

BOC-(RS)-3-amino-3-(2-naphthyl)-propionic acid

  • CAS No. 268542-15-0

  • Cat. No. CS-0182705
  • Purity≥98%
  • MDL No.None

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

BOC-(RS)-3-amino-3-(2-naphthyl)-propionic acid|CS-0182705

Structure of 268542-15-0

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General Information

  • CAS No. 268542-15-0
  • Cat. No. CS-0182705
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₁NO₄
  • Molecular Weight 315.36
  • Synonym(s) Boc-(R,S)-3-amino-3-(2-naphthyl)-proponic acid
  • SMILES O=C(NC(CC(O)=O)C1=CC2=C(C=CC=C2)C=C1)OC(C)(C)C

Description

BOC-(RS)-3-amino-3-(2-naphthyl)-propionic acid features a sterically hindered chiral center flanked by a naphthyl group and a BOC-protected amine, delivering enhanced stability and ease of handling. This derivative integrates seamlessly into peptide synthesis workflows, enabling efficient access to complex amino acid scaffolds under standard conditions.

Application

BOC-(RS)-3-amino-3-(2-naphthyl)-propionic acid serves as a versatile chiral building block for the synthesis of biologically relevant heterocycles and peptide analogs. The Boc group provides stable protection of the amine under standard conditions, enabling efficient coupling reactions and orthogonal deprotection. Its naphthyl-substituted aliphatic side chain offers enhanced rigidity and lipophilicity, facilitating structural diversity in medicinal chemistry campaigns. The compound exhibits good bench stability and is readily purified by standard chromatographic methods.

Synthesis

  • Route1
    • In-stock
      N-((tert-Butoxycarbonyl)oxy)benzimidoyl cyanide|CS-W012697
      58632-95-4
    • DL-3-Amino-3-(2-naphthyl)propionic acid|CS-0155884
      129042-57-5
    • ~%
    • In-stock
      BOC-(RS)-3-amino-3-(2-naphthyl)-propionic acid|CS-0182705
      268542-15-0

    References

    • WO2004/113290 A1, ; Page/Page column 41-42 ; WO 2004/113290 A1

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   3.8803
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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