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CS-W001157 4
Total: USD 88.00

Boc-D-3-Abu-OH

  • CAS No. 159991-23-8

  • Cat. No. CS-W022598
  • Purity≥95%
  • MDL No.MFCD00270343

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

Boc-D-3-Abu-OH|CS-W022598

Structure of 159991-23-8

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General Information

  • CAS No. 159991-23-8
  • Cat. No. CS-W022598
  • Purity ≥95%
  • MDL No. MFCD00270343
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₄
  • Molecular Weight 203.24
  • Synonym(s) (R)-N-Boc-3-aminobutyric acid
  • SMILES C[C@@H](NC(OC(C)(C)C)=O)CC(O)=O

Description

Boc-D-3-Abu-OH serves as a protected D-amino acid building block for peptide synthesis, featuring a tert-butoxycarbonyl group that ensures stability and ease of handling. This derivative integrates seamlessly into chain elongation protocols, enabling efficient access to D-configured residues in bioactive peptides.

Application

Boc-D-3-Abu-OH serves as a versatile building block for the synthesis of D-configured peptidomimetics and cyclic peptides. The Boc group provides robust protection of the amine, enabling stable handling and compatibility with standard coupling protocols. Its side chain functionality facilitates efficient incorporation into diverse scaffolds, including heterocyclic systems and bioactive peptide analogs, through well-established reductive amination and amide bond formation reactions.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      28267-25-6
    • ~88%
    • In-stock
      Boc-D-3-Abu-OH|CS-W022598
      159991-23-8

    References

    • G. D. Searle and Co. Patent: US5968942 A1, 1999 ; US 5968942 A
  • Route2

    References

    • BRISTOL-MYERS SQUIBB COMPANY; SUN, Chongqing; EWING, William R.; BOLTON, Scott A.; GU, Zhengxiang; HUANG, Yanting; MURUGESAN, Natesan; ZHU, Yeheng Patent: WO2012/125622 A1, 2012 ; Location in patent: Page/Page column 135-136 ; WO 2012/125622 A1
  • Route3

    References

    • Fisher, Liesl G.; Sher, Philip M.; Skwish, Stephen; Michel, Inge M.; Seiler, Steven M.; Dickinson, Kenneth E. J. Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 19 p. 2253 - 2258

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   75.63
  • LogP   1.3743
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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