Utilizing biocatalysis and a sulfolane-mediated reductive acetal opening to access nemtabrutinib from cyrene
Nadine Kuhl, Ben W. H. Turnbull, Yining Ji, Reed T. Larson, Michael Shevlin, Christopher K. Prier, Cheol K. Chung, Richard Desmond, Erik D. Guetschow, Cyndi Qixin He, Tetsuji Itoh, Jeffrey T. Kuethe, Justin A. Newman, Mikhail Reibarkh, Nelo R. Rivera, Gao Shang, Zhixun Wang, Daniel Zewge, David A. Thaisrivongs
Abstract
The development of a protecting group-free, 2-step synthesis of 5-amino-2-hydroxymethyltetrahydropyran 1a from biorenewable Cyrene™ is described which renders access to BTK-inhibitor nemtabrutinib (2) more efficient and sustainable.
Topics & Concepts
AcetalSulfolaneBiocatalysisChemistryComputer scienceCombinatorial chemistryOrganic chemistryCatalysisReaction mechanismSolventChemical Synthesis and ReactionsChemical Synthesis and AnalysisClick Chemistry and Applications