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CS-W001157 4
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N-Boc-3-(2-pyridyl)-L-alanine

  • CAS No. 71239-85-5

  • Cat. No. CS-W003985
  • Purity≥97%
  • MDL No.MFCD00191190

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

N-Boc-3-(2-pyridyl)-L-alanine|CS-W003985

Structure of 71239-85-5

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General Information

  • CAS No. 71239-85-5
  • Cat. No. CS-W003985
  • Purity ≥97%
  • MDL No. MFCD00191190
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈N₂O₄
  • Molecular Weight 266.29
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](NC(OC(C)(C)C)=O)CC1=NC=CC=C1

Description

N-Boc-3-(2-pyridyl)-L-alanine features a pyridyl-bearing side chain enabling direct incorporation into peptide architectures. The Boc group provides reliable protection of the α-amino functionality, offering stability during storage and handling. This derivative integrates seamlessly into synthetic sequences requiring electron-deficient heteroaromatic motifs.

Application

N-Boc-3-(2-pyridyl)-L-alanine serves as a versatile building block for the synthesis of bioactive peptides and heterocyclic scaffolds. The Boc group provides excellent stability and ease of removal under mild acidic conditions, while the 2-pyridyl moiety offers a handle for metal-catalyzed coupling reactions and enhanced solubility. This amino acid derivative exhibits robust functional group tolerance and is well-suited for solid-phase peptide synthesis and medicinal chemistry campaigns requiring pyridyl-containing analogs.

Synthesis

  • Route1

    References

    • Hoes, C.; Raap, J.; Bloemhoff, W.; Kerling, K. E. T. Recueil: Journal of the Royal Netherlands Chemical Society, 1980 , vol. 99, # 3 p. 99 - 104
  • Route2
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      19814-60-9
    • ~%
    • In-stock
      N-Boc-3-(2-pyridyl)-L-alanine|CS-W003985
      71239-85-5

    References

    • Recueil: Journal of the Royal Netherlands Chemical Society, , vol. 99, # 3 p. 99 - 104
  • Route3
    • null|null
      185379-37-7
    • ~%
    • In-stock
      N-Boc-3-(2-pyridyl)-L-alanine|CS-W003985
      71239-85-5

    References

    • Recueil: Journal of the Royal Netherlands Chemical Society, , vol. 99, # 3 p. 99 - 104

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   88.52
  • LogP   1.602
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   4

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