HDMA

Peptide coupling agent with increased coupling efficiency and lower racemization compared to HATU.

CAS: 958029-37-3

Synonym: 1-[(Dimethylamino)(morpholino)methylene]-1H-[1,2,3]triazolo[4,5-b]pyridine-1-ium 3-oxidehexafluorophosphate

Properties

Purity

≥99.0%

Molecular Formula

C12H17F6N6O2P

Molecular Weight

422.3 [gr/mol]

Appearance

White to off-white crystalline powder

Storage Conditions

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

Applications

  • The oxygen in the carbocation moiety confers more solubility to the reagent, allowing to carry out the reaction at higher concentration and facilitating the removal of side products when chemistry is carried out in solution.
  • HDMA enhances coupling yields and decreases racemization, allowing the use of just 1 equiv of base.

Studies

  • Novel Proton Acceptor Immonium-Type Coupling Reagents: Application in Solution and Solid-Phase Peptide Synthesis 
    A. El-Faham and F. Albericio Org. Lett., 2007, 9 (22), pp 4475–4477.
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