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CS-W001157 4
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Boc-D-norleucine

  • CAS No. 55674-63-0

  • Cat. No. CS-M3520
  • Molecule weight231.29
  • Purity≥96%
  • MDL No.MFCD00063168

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

Boc-D-norleucine|CS-M3520

Structure of 55674-63-0

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General Information

  • CAS No. 55674-63-0
  • Cat. No. CS-M3520
  • Purity ≥96%
  • MDL No. MFCD00063168
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₁NO₄
  • Molecular Weight 231.29
  • Synonym(s) Boc-D-Nle-OH; N-BOC-D-norleucine
  • SMILES OC([C@@H](CCCC)NC(OC(C)(C)C)=O)=O

Description

Boc-D-norleucine is a bench-stable, moisture-tolerant amino acid derivative featuring a tert-butoxycarbonyl-protected side chain. This configuration enables straightforward incorporation into peptide sequences under standard coupling conditions, offering enhanced solubility and reduced aggregation during synthesis.

Application

Boc-D-norleucine serves as a valuable chiral building block in peptide synthesis, offering enhanced stability and ease of handling due to its N-terminal Boc protection. It functions reliably in standard coupling protocols, tolerates diverse reaction conditions, and facilitates the incorporation of D-amino acid residues into bioactive peptides. Its well-documented utility supports efficient purification and scalability in both research and process chemistry applications.

Synthesis

  • Route1

    References

    • King, Amber M.; Salome, Christophe; Dinsmore, Jason; Salome-Grosjean, Elise; De Ryck, Marc; Kaminski, Rafal; Valade, Anne; Kohn, Harold Journal of Medicinal Chemistry, 2011 , vol. 54, # 13 p. 4815 - 4830
  • Route2
    • (R)-Tert-butyl (1-hydroxyhexan-2-yl)carbamate|CS-0750708
      116640-17-6
    • ~%
    • In-stock
      Boc-D-norleucine|CS-M3520
      55674-63-0

    References

    • Tetrahedron Letters, , vol. 28, # 48 p. 6069 - 6072
  • Route3

    References

    • Tetrahedron, , vol. 53, # 4 p. 1275 - 1294

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-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.1545
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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