A Flow Chemistry Approach to Norcantharidin Analogues

Title: A Flow Chemistry Approach to Norcantharidin Analogues

Volume: 8 Issue: 6

Author(s): Mark Tarleton, Kelly A. Young, Elli Unicomb, Siobhann N. McCluskey, Mark J. Robertson, Christopher P. Gordon and Adam McCluskey

Affiliation:

Keywords: Cantharidin, Norcantharidin, Flow hydrogenation, Flow chemistry, Protein phosphatase inhibition, anti-malarial, anti-parasitic, Diels, –, Alder, Parr hydrogenation, H-cube, Kinomics, acetone, acid ester, nucleophilicity

Abstract: Acid-ester and acid-amide norcantharidin derivatives are prepared using a ‘one-pot’ synthetic procedure utilizing the ThalesNano H-cube™ flow hydrogenator. Traditionally, rapid library generation and reaction scale up of these analogues was limited by the batch wise hydrogenation of 5,6-dehydronorcantharidin. This was resolved with the use of flow chemistry. With no associated scale up issues, a method was devised to produce norcantharidin, along with acid-ester and acid-amide analogues on any scale necessary for biological screening.

Cite this article as:

Tarleton Mark, A. Young Kelly, Unicomb Elli, N. McCluskey Siobhann, J. Robertson Mark, P. Gordon Christopher and McCluskey Adam, A Flow Chemistry Approach to Norcantharidin Analogues, Letters in Drug Design & Discovery 2011; 8(6) . https://dx.doi.org/10.2174/157018011795906730