3D-printed flow reactors were designed, fabricated from different materials (PLA, HIPS, nylon), and used for a catalytic stereoselective Henry reaction. The use of readily prepared and tunable 3D-printed reactors enabled the rapid screening of devices with different sizes, shapes, and channel dimensions, aimed at the identification of the best-performing reactor setup. The optimized process afforded the products in high yields, moderate diastereoselectivity, and up to 90 % ee. The method was applied to the continuous-flow synthesis of biologically active chiral 1,2-amino alcohols (norephedrine, metaraminol, and methoxamine) through a two-step sequence combining the nitroaldol reaction with a hydrogenation. To highlight potential industrial applications of this method, a multistep continuous synthesis of norephedrine has been realized. The product was isolated without any intermediate purifications or solvent switches.
Stereoselective Catalytic Synthesis of Active Pharmaceutical Ingredients in Homemade 3D-Printed Mesoreactors / S. Rossi, R. Porta, D. Brenna, A. Puglisi, M. Benaglia. - In: ANGEWANDTE CHEMIE. INTERNATIONAL EDITION. - ISSN 1433-7851. - 56:15(2017 Apr 03), pp. 4290-4294.
|Titolo:||Stereoselective Catalytic Synthesis of Active Pharmaceutical Ingredients in Homemade 3D-Printed Mesoreactors|
ROSSI, SERGIO (Primo)
PORTA, RICCARDO (Secondo)
PUGLISI, ALESSANDRA (Penultimo)
BENAGLIA, MAURIZIO (Ultimo)
|Parole Chiave:||3D printing; amino alcohols; flow reactors; nitroaldol reactions; stereoselective catalysis|
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
|Data di pubblicazione:||3-apr-2017|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.1002/anie.201612192|
|Appare nelle tipologie:||01 - Articolo su periodico|
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