Skip to main content


TPTU applied in large scale applications for the synthesis of Pharmaceuticals, in particular in situations where sensitive functionality is present on the coupling partners, and as a consequence, mild reaction conditions are required.

CAS: 125700-71-2

Synonym: O-(2-Oxo-1(2H)pyridyl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate




Molecular Formula


Molecular Weight

297.06 [gr/mol]


White to off-white crystalline

Storage Conditions

Store in a cool and dry place (2-8oC)


  • TPTU together with HOBt have been used in coupling reactions, leading to the impressive outcomes of couplings free of racemization, thus are the reagents of choice for segment condensations.
  • TPTU has been applied in the preparation of activated Fmoc-His(Trt)-OH, reducing the racemization. Application of these coupling methods improved the quality of the crude product significantly, thus, this contribution represents a further step towards an optimal strategy for the incorporation of His. This method helps to overcome the problem of racemization for the His residue, a prerequisite for the synthesis of large peptides and proteins.


  • Coupling Methods for Fmoc-His(Trt)-OH Resulting in Minimal Racemization
    M. Mergler, F. Dick, and Th. Vorherr BACHEM AG, Hauptstr., 144, CH-4416.
  • Large-Scale Applications of Amide Coupling Reagents for the Synthesis of Pharmaceuticals
    J. R. Dunetz, J. Magano, and G. A. Weisenburger Org. Process Res. Dev., 2016, 20, 140−177.
  • Thermal Stability Assessment of Peptide Coupling Reagents Commonly Used in Pharmaceutical Manufacturing
    Jeffrey B. Sperry*, Christopher J. Minteer, JingYa Tao, Rebecca Johnson, Remzi Duzguner, Michael Hawksworth, Samantha Oke, Paul F. Richardson, Richard Barnhart, David R. Bill, Robert A. Giusto, and John D. Weaver III
    Org. Process Res. Dev. 2018, 22, 9, 1262–1275

Request an Information or Quotation

Information Request

    Price Quote Request

      Skip to content