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CS-W001157 4
Total: USD 88.00

N-Benzyloxycarbonyl-tert-leucine

  • CAS No. 62965-10-0

  • Cat. No. CS-W020724
  • Purity≥97%
  • MDL No.MFCD00137411

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

N-Benzyloxycarbonyl-tert-leucine|CS-W020724

Structure of 62965-10-0

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General Information

  • CAS No. 62965-10-0
  • Cat. No. CS-W020724
  • Purity ≥97%
  • MDL No. MFCD00137411
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉NO₄
  • Molecular Weight 265.31
  • Synonym(s) None
  • SMILES CC(C)(C)[C@@H](C(O)=O)NC(OCC1=CC=CC=C1)=O

Description

N-Benzyloxycarbonyl-tert-leucine delivers a robust, bench-stable amino acid derivative featuring a sterically hindered side chain and a labile benzyl ester protecting group. This combination enables efficient coupling in peptide synthesis while minimizing racemization. The Cbz moiety facilitates selective deprotection under mild hydrogenolysis conditions.

Application

N-Benzyloxycarbonyl-tert-leucine serves as a robust amino acid derivative for peptide synthesis, offering excellent stability and ease of purification. The Cbz group enables efficient orthogonal protection of the amine, while the tert-leucine side chain provides steric hindrance to minimize epimerization during coupling. Its compatibility with standard activation protocols and broad functional group tolerance make it a reliable building block for complex peptide sequences and API intermediates.

Synthesis

  • Route1

    References

    • EP1210330 B1, ; Page/Page column 9-10 ;
  • Route2

    References

    • WO2005/90334 A2, ; Page/Page column 70 ; WO 2005/090334 A2
  • Route3
    • In-stock
      (S)-2-Amino-3,3-dimethylbutanoic acid|CS-D0917
      20859-02-3
    • null|null
      501-53-1
    • ~99%
    • In-stock
      N-Benzyloxycarbonyl-tert-leucine|CS-W020724
      62965-10-0

    References

    • Journal of Medicinal Chemistry, , vol. 42, # 7 p. 1203 - 1212

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   2.4121
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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