Journal of Flow Chemistry

, Volume 2, Issue 4, pp 124–128 | Cite as

Synthesis of Methoxyisopropyl (MIP)-Protected (R)-Mandelonitrile and Derivatives in a Flow Reactor

  • Mariëlle M. E. Delville
  • Jasper J. F. van Gool
  • Ivo M. van Wijk
  • Jan C. M. van Hest
  • Floris P. J. T. Rutjes
Full Paper


Cyanohydrins are synthetically versatile chiral building blocks in organic synthesis. They can be conveniently synthesized in enantiomerically pure form via chemoenzymatic hydrogen cyanide addition onto the corresponding aldehyde using hydroxynitrile lyase. Recently, we reported that such transformations can be efficiently carried out in a continuous flow manner using microreactors. Since racemization of enantiopure cyanohydrins occurs readily under slightly basic conditions, they should be protected before the follow-up reactions, preferably under acidic conditions. In this contribution, we demonstrate that the methoxyisopropyl protection of mandelonitrile can be conveniently optimized in an automated microscale continuous flow system and subsequently scaled up under the same conditions by applying a larger flow reactor.


mandelonitrile flow chemistry reaction optimization microreactor MIP-protection 

Supplementary material

41981_2012_20400124_MOESM1_ESM.pdf (82 kb)
Supplementary material, approximately 84 KB.


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Copyright information

© Akadémiai Kiadó 2012

Authors and Affiliations

  • Mariëlle M. E. Delville
    • 1
  • Jasper J. F. van Gool
    • 1
  • Ivo M. van Wijk
    • 1
  • Jan C. M. van Hest
    • 1
  • Floris P. J. T. Rutjes
    • 1
  1. 1.Radboud University NijmegenInstitute for Molecules and MaterialsNijmegenthe Netherlands

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