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CS-W001157 4
Total: USD 88.00

Fmoc-Hyp(Bom)-OH

  • CAS No. 187223-15-0

  • Cat. No. CS-M3347
  • Purity≥98%
  • MDL No.MFCD07366898

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

Fmoc-Hyp(Bom)-OH|CS-M3347

Structure of 187223-15-0

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General Information

  • CAS No. 187223-15-0
  • Cat. No. CS-M3347
  • Purity ≥98%
  • MDL No. MFCD07366898
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₃₃N₃O₈
  • Molecular Weight 539.58
  • Synonym(s) None
  • SMILES O=C(O)[C@@H]1C[C@@H](OC(NCCNC(OC(C)(C)C)=O)=O)CN1C(OCC2C3=C(C=CC=C3)C4=C2C=CC=C4)=O

Description

Fmoc-Hyp(Bom)-OH is a protected hydroxyproline derivative featuring a benzyloxycarbonyl group on the hydroxyl moiety, enhancing stability and enabling orthogonal deprotection. This analog integrates seamlessly into peptide synthesis workflows, offering precise control over post-translational modifications in bioactive peptide design.

Application

Fmoc-Hyp(Bom)-OH serves as a key building block in peptide synthesis, enabling the incorporation of hydroxyproline with orthogonal protection. The Fmoc group allows for efficient base-labile deprotection, while the Bom (benzyloxycarbonyl) moiety provides stable protection of the hydroxyl function, facilitating selective transformations. This derivative exhibits excellent bench stability and compatibility with standard coupling protocols, supporting reliable access to proline-rich sequences and complex peptide scaffolds.

Synthesis

  • Route1
    • In-stock
      Fmoc-Osu Amino acid impurity|CS-1733136
      82911-69-1
    • null|null
      556796-29-3
    • ~%
    • In-stock
      Fmoc-Hyp(Bom)-OH|CS-M3347
      187223-15-0

    References

    • NOVARTIS AG; NOVARTIS PHARMA GMBH Patent: WO2004/52817 A1, 2004 ; Location in patent: Page 19-20 ;
  • Route2
    • In-stock
      Fmoc-Osu Amino acid impurity|CS-1733136
      82911-69-1
    • null|null
      187223-14-9
    • ~70%
    • In-stock
      Fmoc-Hyp(Bom)-OH|CS-M3347
      187223-15-0

    References

    • Lewis, Ian; Bauer, Wilfried; Albert, Rainer; Chandramouli, Nagarajan; Pless, Janos; Weckbecker, Gisbert; Bruns, Christian Journal of Medicinal Chemistry, 2003 , vol. 46, # 12 p. 2334 - 2344
  • Route3

    References

    • Lewis, Ian; Bauer, Wilfried; Albert, Rainer; Chandramouli, Nagarajan; Pless, Janos; Weckbecker, Gisbert; Bruns, Christian Journal of Medicinal Chemistry, 2003 , vol. 46, # 12 p. 2334 - 2344

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   143.5
  • LogP   3.7139
  • H_Acceptors   7
  • H_Donors   3
  • Rotatable_Bonds   7

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