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CS-W001157 4
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Boc-D-2,3-diaminopropionic acid

  • CAS No. 76387-70-7

  • Cat. No. CS-W015408
  • Purity≥97%
  • MDL No.MFCD01632072

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

Boc-D-2,3-diaminopropionic acid|CS-W015408

Structure of 76387-70-7

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General Information

  • CAS No. 76387-70-7
  • Cat. No. CS-W015408
  • Purity ≥97%
  • MDL No. MFCD01632072
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₆N₂O₄
  • Molecular Weight 204.22
  • Synonym(s) N-t-Boc-amino-D-alanine; Boc-D-Dap-OH
  • SMILES O=C(O)[C@@H](CN)NC(OC(C)(C)C)=O

Description

Boc-D-2,3-diaminopropionic acid is a protected D-amino acid derivative featuring a tert-butoxycarbonyl group that stabilizes the α-amino function. This configuration enables direct incorporation into peptide chains during solid-phase synthesis, offering enhanced solubility and reduced racemization risk. The molecule serves as a key building block for bioactive peptides requiring D-configured residues at specific positions.

Application

Boc-D-2,3-diaminopropionic acid serves as a stable, bench-ready building block for the synthesis of D-amino acid-containing peptides and heterocyclic scaffolds. Its orthogonal protection enables selective deprotection during sequence assembly, while maintaining compatibility with standard coupling protocols. The Boc group ensures excellent stability under routine handling and facilitates straightforward purification via flash chromatography. Functions effectively in solid-phase peptide synthesis and as a precursor to bioactive D-configured analogs.

Synthesis

  • Route1

    References

    • Mitra, Roopa; Ganesh, Krishna N. Journal of Organic Chemistry, 2012 , vol. 77, # 13 p. 5696 - 5704
  • Route2

    References

    • Arnold; Kalantar; Vederas Journal of the American Chemical Society, 1985 , vol. 107, # 24 p. 7105 - 7109
  • Route3
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      210547-97-0
    • ~%
    • In-stock
      Boc-D-2,3-diaminopropionic acid|CS-W015408
      76387-70-7

    References

    • Journal of the American Chemical Society, , vol. 133, # 7 p. 2076 - 2079

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

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Computational Chemistry Data

  • TPSA   101.65
  • LogP   -0.077
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   3

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