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CS-W001157 4
Total: USD 88.00

Z-Tyr-OtBu

  • CAS No. 16881-33-7

  • Cat. No. CS-0040973
  • Purity≥98%
  • MDL No.MFCD00191166

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

Z-Tyr-OtBu|CS-0040973

Structure of 16881-33-7

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General Information

  • CAS No. 16881-33-7
  • Cat. No. CS-0040973
  • Purity ≥98%
  • MDL No. MFCD00191166
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₅NO₅
  • Molecular Weight 371.43
  • Synonym(s) None
  • SMILES OC(C=C1)=CC=C1C[C@@H](C(OC(C)(C)C)=O)NC(OCC2=CC=CC=C2)=O

Description

Z-Tyr-OtBu is a protected tyrosine derivative featuring a benzyl carbamate (Z) group at the N-terminus and a tert-butyl ester at the C-terminus. This combination enables stable incorporation into peptide chains under standard coupling conditions, with orthogonal deprotection options for selective removal of either protecting group during synthetic workflows.

Application

Z-Tyr-OtBu serves as a key protected tyrosine building block in peptide synthesis, offering stable benzyl protection of the amine and tert-butyl ester functionality for orthogonal handling. It facilitates efficient coupling reactions with minimal racemization, enables straightforward deprotection under standard conditions, and is well-suited for iterative solid-phase and solution-phase strategies. Its bench-stable nature supports reliable handling and purification in complex sequence assembly.

Synthesis

  • Route1
    • In-stock
      (S)-2-Amino-3-(4-hydroxyphenyl)propionic acid tert-butyl ester|CS-0020078
      16874-12-7
    • null|null
      501-53-1
    • ~95%
    • In-stock
      Z-Tyr-OtBu|CS-0040973
      16881-33-7

    References

    • Palmer, Francine N.; Lach, Franck; Poriel, Cyril; Pepper, Adrian G.; Bagley, Mark C.; Slawin, Alexandra M. Z.; Moody, Christopher J. Organic and Biomolecular Chemistry, 2005 , vol. 3, # 20 p. 3805 - 3811
  • Route2
    • In-stock
      Z-Tyr-OH|CS-W007931
      1164-16-5
    • null|null
      115-11-7
    • ~%
    • In-stock
      Z-Tyr-OtBu|CS-0040973
      16881-33-7

    References

    • Anderson,G.W.; Callahan,F.M. Journal of the American Chemical Society, 1960 , vol. 82, p. 3359 - 3363
  • Route3
    • null|null
      507-19-7
    • In-stock
      Z-Tyr-OH|CS-W007931
      1164-16-5
    • ~88%
    • In-stock
      Z-Tyr-OtBu|CS-0040973
      16881-33-7

    References

    • Chevallet, Pierre; Garrouste, Patrick; Malawska, Barbara; Martinez, Jean Tetrahedron Letters, 1993 , vol. 34, # 46 p. 7409 - 7412

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   84.86
  • LogP   3.5714
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   6

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