Abstract
Five active pharmaceutical ingredients (APIs) containing the vicinyl amino alcohol moiety were synthesized using a convergent chemical assembly system. The continuous system is composed of four flow reaction modules: biphasic oxidation, Corey-Chaykovsky epoxidation, phenol alkylation, and epoxide aminolysis. Judicious choice of reagents and module order allowed for two classes of β-amino alcohols, aryl and aryloxy, to be synthesized in good (27-69%) overall yields.
Highlights
Five active pharmaceutical ingredients (APIs) containing the vicinyl amino alcohol moiety were synthesized using a convergent chemical assembly system
The continuous system is composed of four flow reaction modules: biphasic oxidation, Corey–Chaykovsky epoxidation, phenol alkylation, and epoxide aminolysis
Judicious choice of reagents and module order allowed for two classes of b-amino alcohols, aryl and aryloxy, to be synthesized in good (27–69%) overall yields
Summary
Five active pharmaceutical ingredients (APIs) containing the vicinyl amino alcohol moiety were synthesized using a convergent chemical assembly system. The continuous system is composed of four flow reaction modules: biphasic oxidation, Corey–Chaykovsky epoxidation, phenol alkylation, and epoxide aminolysis. Judicious choice of reagents and module order allowed for two classes of b-amino alcohols, aryl and aryloxy, to be synthesized in good (27–69%) overall yields.
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