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CS-W001157 4
Total: USD 88.00

Boc-L-cyclobutylglycine

  • CAS No. 155905-77-4

  • Cat. No. CS-W021157
  • Purity≥97%
  • MDL No.MFCD06659975

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

Boc-L-cyclobutylglycine|CS-W021157

Structure of 155905-77-4

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General Information

  • CAS No. 155905-77-4
  • Cat. No. CS-W021157
  • Purity ≥97%
  • MDL No. MFCD06659975
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₄
  • Molecular Weight 229.27
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](NC(OC(C)(C)C)=O)C1CCC1

Description

Boc-L-cyclobutylglycine features a cyclobutyl ring fused to a glycine backbone, delivering enhanced conformational rigidity for peptide backbone stabilization. This sterically constrained scaffold improves metabolic stability and modulates bioavailability in peptidomimetic design. The Boc protecting group enables straightforward incorporation into solid-phase synthesis workflows under standard conditions.

Application

Boc-L-cyclobutylglycine serves as a valuable building block in peptide synthesis, offering a rigid cyclobutyl side chain that modulates conformational flexibility and enhances metabolic stability. Its Boc group provides reliable protection for the amine functionality, enabling straightforward deprotection under mild acidic conditions. The compound exhibits excellent bench stability, facilitates efficient purification, and demonstrates broad compatibility in standard coupling protocols, making it well-suited for the construction of bioactive peptides and cyclic scaffolds.

Synthesis

  • Route1
    • null|null
      116611-45-1
    • ~%
    • In-stock
      Boc-L-cyclobutylglycine|CS-W021157
      155905-77-4

    References

    • Tetrahedron Letters, , vol. 35, # 2 p. 237 - 240
  • Route2
    • null|null
      155905-73-0
    • ~%
    • In-stock
      Boc-L-cyclobutylglycine|CS-W021157
      155905-77-4

    References

    • Tetrahedron Letters, , vol. 35, # 2 p. 237 - 240
  • Route3
    • null|null
      116611-45-1
    • null|null
      109-70-6
    • ~%
    • In-stock
      Boc-L-cyclobutylglycine|CS-W021157
      155905-77-4

    References

    • Tetrahedron Letters, , vol. 35, # 2 p. 237 - 240

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

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   1.7644
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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