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CS-W001157 4
Total: USD 88.00

Boc-D-tert-leucine

  • CAS No. 124655-17-0

  • Cat. No. CS-W019690
  • Purity≥97%
  • MDL No.MFCD00065575

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

Boc-D-tert-leucine|CS-W019690

Structure of 124655-17-0

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General Information

  • CAS No. 124655-17-0
  • Cat. No. CS-W019690
  • Purity ≥97%
  • MDL No. MFCD00065575
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₁NO₄
  • Molecular Weight 231.29
  • Synonym(s) None
  • SMILES CC(C)(C)[C@H](C(O)=O)NC(OC(C)(C)C)=O

Description

Boc-D-tert-leucine serves as a protected D-amino acid building block for peptide synthesis, featuring a sterically hindered tert-leucine side chain and a stable Boc (tert-butoxycarbonyl) group. This configuration enhances resistance to racemization during coupling steps, enabling reliable incorporation into complex peptide sequences under standard conditions.

Application

Boc-D-tert-leucine serves as a stable, bench-ready building block for peptide synthesis, enabling efficient incorporation of D-tert-leucine residues. Its tert-butoxycarbonyl (Boc) group provides robust protection under standard acidic conditions, facilitating orthogonal deprotection in multi-step sequences. The sterically hindered side chain enhances conformational rigidity, making it valuable for peptidomimetic design and structure-activity studies.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED; ALVARO, Giuseppe; DECOR, Anne; FONTANA, Stefano; HAMPRECHT, Dieter; LARGE, Charles; MARASCO, Agostino Patent: WO2011/69951 A1, 2011 ; Location in patent: Page/Page column 77 ; WO 2011/069951 A1
  • Route2

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 40, # 4 p. 1077 - 1079
  • Route3

    References

    • Tetrahedron, , vol. 53, # 4 p. 1275 - 1294

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   2.0104
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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