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CS-W001157 4
Total: USD 88.00

O-(tert-Butyl)-L-serine

  • CAS No. 18822-58-7

  • Cat. No. CS-W010872
  • Purity≥97%
  • MDL No.MFCD00066088

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

O-(tert-Butyl)-L-serine|CS-W010872

Structure of 18822-58-7

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General Information

  • CAS No. 18822-58-7
  • Cat. No. CS-W010872
  • Purity ≥97%
  • MDL No. MFCD00066088
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₅NO₃
  • Molecular Weight 161.20
  • Synonym(s) None
  • SMILES N[C@@H](COC(C)(C)C)C(O)=O

Description

O-(tert-Butyl)-L-serine features a sterically hindered tert-butyl group that enhances stability and reduces side reactions. This protected serine derivative integrates readily into peptide synthesis workflows, offering reliable coupling efficiency and improved solubility under standard conditions.

Application

O-(tert-Butyl)-L-serine serves as a robust, bench-stable building block for peptide synthesis, enabling site-specific incorporation of serine derivatives with enhanced solubility and reduced side-chain reactivity. Its tert-butyl ether protection offers orthogonal stability during standard coupling conditions and facilitates selective deprotection under mild acidic conditions, simplifying purification and improving yield in complex sequence assembly.

Synthesis

  • Route1

    References

    • Justus Liebigs Annalen der Chemie, , vol. 670, p. 127 - 136
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 85, p. 201 - 207
  • Route3
    • null|null
      20700-93-0
    • ~99%
    • In-stock
      O-(tert-Butyl)-L-serine|CS-W010872
      18822-58-7

    References

    • Nakajima, Kiichiro; Neya, Masahiro; Yamada, Shinichi; Okawa, Kenji Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 9 p. 3049 - 3050

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   72.55
  • LogP   0.2134
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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