Synthesis 2012(4): 635-647  
DOI: 10.1055/s-0031-1289676
© Georg Thieme Verlag Stuttgart ˙ New York

Scale-Up of Flow-Assisted Synthesis of C 2-Symmetric Chiral PyBox Ligands

Claudio Battilocchioa,c, Marcus Baumanna, Ian R. Baxendalea, Mariangela Biavac, Matthew O. Kitchinga, Steven V. Leya, Rainer E. Martin*b, Stephan A. Ohnmachtb, Nicholas D. C. Tappina
a Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK
b F. Hoffmann-La Roche Ltd., Pharmaceuticals Division, Chemistry Technology and Innovation, 4070 Basel, Switzerland
c Department of Pharmaceutical Chemistry and Technology, Sapienza University of Rome, Rome, Italy
Further Information

Publication History

Received 19 November 2011
Publication Date:
25 January 2012 (eFirst)


A series of PyBox ligands were prepared from commercially available chelidonic acid by a multistep flow sequence using mesoreactor technology. A chloro group introduced onto the ligand scaffold was subsequently exploited to give amine derivatives ready for immobilization through microencapsulation technologies.