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CS-W001157 4
Total: USD 88.00

Z-Thr-OMe

  • CAS No. 57224-63-2

  • Cat. No. CS-W008297
  • Purity≥98%
  • MDL No.MFCD00038585

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

Z-Thr-OMe|CS-W008297

Structure of 57224-63-2

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General Information

  • CAS No. 57224-63-2
  • Cat. No. CS-W008297
  • Purity ≥98%
  • MDL No. MFCD00038585
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇NO₅
  • Molecular Weight 267.28
  • Synonym(s) None
  • SMILES C[C@H]([C@@H](C(OC)=O)NC(OCC1=CC=CC=C1)=O)O

Description

Z-Thr-OMe features a protected threonine residue with a benzoyl (Z) group at the amine and methyl ester (OMe) at the carboxyl terminus. This configuration enables stable incorporation into peptide chains under standard conditions, offering reliable handling and compatibility in solid-phase synthesis workflows.

Application

Z-Thr-OMe serves as a versatile chiral building block in peptide synthesis, enabling efficient incorporation of the threonine side chain with orthogonal protection. The Z (benzyloxycarbonyl) group provides stability during coupling steps and facilitates selective deprotection, while the methyl ester offers convenient downstream conversion to carboxylic acids or amides. Its well-documented reactivity supports high-yielding couplings in standard solid-phase and solution-phase protocols.

Synthesis

  • Route1
    • H-Thr-OMe.HCl Lysine  Impurity|CS-0229079
      39994-75-7
    • null|null
      501-53-1
    • ~72%
    • In-stock
      Z-Thr-OMe|CS-W008297
      57224-63-2

    References

    • Ferreira, Paula M.T.; Maia, Hernani L.S.; Monteiro, Luis S.; Sacramento, Joana Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 24 p. 3697 - 3703
  • Route2
    • null|null
      67-56-1
    • In-stock
      Z-Thr-OH|CS-W012607
      19728-63-3
    • ~10%
    • In-stock
      Z-Thr-OMe|CS-W008297
      57224-63-2

    References

    • Kozikowski; Nieduzak; Konoike; Springer Journal of the American Chemical Society, 1987 , vol. 109, # 17 p. 5167 - 5175
  • Route3
    • null|null
      863650-79-7
    • ~97%
    • In-stock
      Z-Thr-OMe|CS-W008297
      57224-63-2

    References

    • Poon, Kevin W. C.; Lovell, Kimberly M.; Dresner, Kendra N.; Datta, Apurba Journal of Organic Chemistry, 2008 , vol. 73, # 2 p. 752 - 755

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   0.8352
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   5

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