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CS-W001157 4
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Z-Thr-NH2

  • CAS No. 49705-98-8

  • Cat. No. CS-W010201
  • Purity≥98%
  • MDL No.MFCD00038587

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

Z-Thr-NH2|CS-W010201

Structure of 49705-98-8

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General Information

  • CAS No. 49705-98-8
  • Cat. No. CS-W010201
  • Purity ≥98%
  • MDL No. MFCD00038587
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆N₂O₄
  • Molecular Weight 252.27
  • Synonym(s) N-Benzyloxycarbonyl-L-Threoninamide
  • SMILES O=C(N[C@@H]([C@H](O)C)C(N)=O)OCC1=CC=CC=C1

Description

Z-Thr-NH₂ features a protected threonine side chain with a benzyloxycarbonyl (Z) group, enabling stable incorporation into peptide synthesis. This derivative delivers a reactive amine terminus for coupling reactions under standard conditions, offering reliable access to N-terminal modified peptides in both solid-phase and solution-phase workflows.

Application

Z-Thr-NH₂ serves as a key chiral building block in peptide synthesis, offering stable protection of the α-amino group via the benzyloxycarbonyl (Z) moiety. The β-hydroxy functionality enables selective derivatization and orthogonal handling in complex sequences. Its bench-stable solid form facilitates reliable handling, while compatibility with standard coupling reagents supports efficient amide bond formation in both solution-phase and solid-phase workflows.

Synthesis

  • Route1

    References

    • Okumura, Kazuo; Nakamura, Yutaka; Shin, Chung-Gi Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 7 p. 1561 - 1569
  • Route2
    • (2S,3R)-2-Amino-3-Hydroxybutanamide|CS-0768869
      49705-99-9
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      501-53-1
    • ~%
    • In-stock
      Z-Thr-NH2|CS-W010201
      49705-98-8

    References

    • Floyd, David M.; Fritz, Alan W.; Cimarusti, Christopher M. Journal of Organic Chemistry, 1982 , vol. 47, # 1 p. 176 - 178
  • Route3

    References

    • Dekker; Taylor; Fruton Journal of Biological Chemistry, 1949 , vol. 180, p. 155,157

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   101.65
  • LogP   0.1475
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   5

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