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CS-W001157 4
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Fmoc-Thr-OBu-t

  • CAS No. 120791-76-6

  • Cat. No. CS-0040462
  • Purity≥98%
  • MDL No.MFCD08276378

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

Fmoc-Thr-OBu-t|CS-0040462

Structure of 120791-76-6

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General Information

  • CAS No. 120791-76-6
  • Cat. No. CS-0040462
  • Purity ≥98%
  • MDL No. MFCD08276378
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₇NO₅
  • Molecular Weight 397.46
  • Synonym(s) None
  • SMILES C[C@@H](O)[C@@H](C(OC(C)(C)C)=O)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

Fmoc-Thr-OBu-t serves as a key building block in solid-phase peptide synthesis, featuring a tert-butyl ester-protected carboxyl group and a fluorenylmethoxy carbonyl (Fmoc) group for N-terminal protection. This combination enables efficient sequential coupling while maintaining stability under standard deprotection conditions.

Application

Fmoc-Thr-OBu-t serves as a cornerstone building block in solid-phase peptide synthesis, offering robust protection of the N-terminus and side-chain hydroxyl group. The Fmoc group enables orthogonal deprotection under mild basic conditions, while the *tert*-butyl ester facilitates efficient coupling and convenient global deprotection. This derivative exhibits excellent bench stability, clean reaction profiles, and compatibility with standard coupling reagents, making it ideal for constructing complex peptide sequences and peptidomimetics.

Synthesis

  • Route1
    • N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-trityl-L-threonine|CS-0101062
      133180-01-5
    • ~%
    • In-stock
      Fmoc-Thr-OBu-t|CS-0040462
      120791-76-6

    References

    • Journal of Organic Chemistry, , vol. 68, # 17 p. 6795 - 6798
  • Route2
    • null|null
      120792-32-7
    • ~%
    • In-stock
      Fmoc-Thr-OBu-t|CS-0040462
      120791-76-6

    References

    • Liebigs Annalen der Chemie, , p. 751 - 770
  • Route3
    • null|null
      82911-76-0
    • ~%
    • In-stock
      Fmoc-Thr-OBu-t|CS-0040462
      120791-76-6

    References

    • Liebigs Annalen der Chemie, , p. 751 - 770

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   84.86
  • LogP   3.6162
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   5

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