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CS-W001157 4
Total: USD 88.00

Boc-Dap(Boc)-OH

  • CAS No. 88971-40-8

  • Cat. No. CS-0099805
  • Purity≥95%
  • MDL No.MFCD00144826

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

Boc-Dap(Boc)-OH|CS-0099805

Structure of 88971-40-8

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General Information

  • CAS No. 88971-40-8
  • Cat. No. CS-0099805
  • Purity ≥95%
  • MDL No. MFCD00144826
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₄N₂O₆
  • Molecular Weight 304.34
  • Synonym(s) None
  • SMILES O=C(O)[C@H](CNC(OC(C)(C)C)=O)NC(OC(C)(C)C)=O

Description

Boc-Dap(Boc)-OH is a dibocylated diaminopropionic acid derivative featuring two tert-butoxycarbonyl groups that enable stable incorporation into peptide chains. This protected amino acid facilitates efficient solid-phase synthesis and simplifies purification through enhanced solubility and reduced side reactivity under standard conditions.

Application

Boc-Dap(Boc)-OH serves as a bifunctional building block for the synthesis of peptide-based scaffolds, enabling efficient incorporation of diaminopropionic acid units with orthogonal protection. The Boc groups provide stability during standard coupling conditions and allow selective deprotection, facilitating sequential functionalization. Its compatibility with common peptide coupling reagents and ease of purification make it a practical choice for solid-phase and solution-phase peptide synthesis.

Synthesis

  • Route1

    References

    • Nair, Shrikumar A.; Kolodziej, Andrew F.; Bhole, Gandhali; Greenfield, Matthew T.; McMurry, Thomas J.; Caravan, Peter Angewandte Chemie - International Edition, 2008 , vol. 47, # 26 p. 4918 - 4921
  • Route2

    References

    • Tanaka, Kentaro; Kaneko, Kenji; Watanabe, Yusuke; Shionoya, Mitsuhiko Dalton Transactions, 2007 , # 46 p. 5369 - 5371
  • Route3

    References

    • Tamura, Masahiro; Nakamura, Kozo; Kinomura, Keisuke; Okai, Hideo Bioscience, Biotechnology, and Biochemistry, 1993 , vol. 57, # 1 p. 20 - 23

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   113.96
  • LogP   1.489
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   4

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