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PyOxym®

PyOxim® is a sustainable and highly efficient coupling reagent used in fragment condensation and difficult coupling assays.

CAS: 153433-21-7

Synonym:1-Cyano-2-ethoxy-2-oxoethylideneaminooxy-tris-pyrrolidino-phosphonium hexafluorophosphate; O-[(1-cyano-2-ethoxy-2-oxoethylidene)amino]-oxytri(pyrrolidin-1-yl) phosphonium hexafluorophosphate

Properties

Purity

≥99.0%

Molecular Formula

C17H29F6N5O3P2

Molecular Weight

527.38 [gr/mol]

Appearance

White crystalline powder

Storage Conditions

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

Applications

  • Effective in difficult cuoplings in SPPS comparable to HATU.
  • Highly effective with low racemization in fragment condensation assays.
  • It has excellent solubility in DMF and is stable in solution under an inert atmosphere for two days.
  • PyOxim® shows higher stability in acetone and DMF than all benzotriazole counterparts, consequently standing out as promising choice for cyclization.
  • PyOxim® is safer to handle and less allergenic than HOBt-based coupling reagents, and it is not explosive under normal operating conditions.

Studies

  • PyOxP and PyOxB: the Oxyma-based novel family of phosphonium salts
    Ramon Subir´os-Funosas, Ayman El-Faham and Fernando Albericio Org. Biomol. Chem., 2010, 8, 3665–3673.
    Read Article
  • Fast conventional Fmoc solid-phase peptide synthesis: a comparative study of different activators
    Christina Ann Chantell, Michael Abayomi Onaiyekan and Mahendra Menakuru J. Pept. Sci. 2012; 18: 88–91.
    Read Article
  • Kilogram-Scale GMP Manufacture of Tirzepatide Using a Hybrid SPPS/LPPS Approach with Continuous Manufacturing
Michael O. Frederick, Raymond A. Boyse, Timothy M. Braden, Joel R. Calvin, Bradley M. Campbell, Shujauddin M. Changi, Stephanie R. Coffin, Carmel Condon, Olivia Gowran, Jennifer McClary Groh, Stephen R. Groskreutz, Zachary D. Harms, Ashley A. Humenik, Neil J. Kallman, Nicholas D. Klitzing, Michael E. Kopach, Juliana K. Kretsinger, Gordon R. Lambertus, Jeffrey T. Lampert, Laura M. Maguire, Humphrey A. Moynihan, Nessa S. Mullane, John D. Murphy, Marie E. O’Mahony, Rachel N. Richey, Kevin D. Seibert, Richard D. Spencer, Mark A. Strege, Nil Tandogan, Frank L. Torres Torres, Sergey V. Tsukanov, and Han Xia
Organic Process Research & Development 2021 25 (7), 1628-1636
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