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(R)-2-Amino-3-(naphthalen-1-yl)propanoic acid

  • CAS No. 78306-92-0

  • Cat. No. CS-0146968
  • Purity≥97%
  • MDL No.MFCD00038544

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

(R)-2-Amino-3-(naphthalen-1-yl)propanoic acid|CS-0146968

Structure of 78306-92-0

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General Information

  • CAS No. 78306-92-0
  • Cat. No. CS-0146968
  • Purity ≥97%
  • MDL No. MFCD00038544
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₃NO₂
  • Molecular Weight 215.25
  • Synonym(s) N-naphthalen-1-yl-D-alanine
  • SMILES N[C@@H](C(O)=O)CC1=C2C=CC=CC2=CC=C1

Description

(R)-2-Amino-3-(naphthalen-1-yl)propanoic acid is a chiral amino acid derivative featuring a naphthyl substituent at the beta position. This configuration imparts distinct stereochemical properties useful in peptide synthesis and medicinal chemistry. The compound exhibits enhanced stability and solubility under standard conditions, enabling efficient incorporation into complex molecular architectures.

Application

(R)-2-Amino-3-(naphthalen-1-yl)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 stable aromatic side chain facilitate efficient coupling reactions and structural diversity. The molecule exhibits excellent bench stability and compatibility with standard protecting group strategies, enabling straightforward incorporation into complex scaffolds.

Synthesis

  • Route1
    • null|null
      161633-96-1
    • ~90%
    • In-stock
      (R)-2-Amino-3-(naphthalen-1-yl)propanoic acid|CS-0146968
      78306-92-0

    References

    • Lander, Peter A.; Hegedus, Louis S. Journal of the American Chemical Society, 1994 , vol. 116, # 18 p. 8126 - 8132
  • Route2

    References

    • WO2010/148191 A2, ; Page/Page column 45-49; 61 ;
  • Route3
    • null|null
      136086-24-3
    • ~53%
    • In-stock
      (R)-2-Amino-3-(naphthalen-1-yl)propanoic acid|CS-0146968
      78306-92-0

    References

    • Rodriguez; Bernad; Galas; Lignon; Laur; Aumelas; Martinez European Journal of Medicinal Chemistry, 1991 , vol. 26, # 3 p. 245 - 253

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   63.32
  • LogP   1.7942
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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