Further Transformations of the Product and Stereoselective Synthesis of Efinaconazole, Isavuconazole, and Others

June 27, 2024

• Title:       

  Further Transformations of the Product and Stereoselective Synthesis of Efinaconazole, Isavuconazole, and Others

• Image Source:

  Asymmetric Catalytic Epoxidation of Terminal Enones for the Synthesis of Triazole Antifungal Agents

• Mark:

  Scheme 2

• Associated context:

  The utility of the present methodology was demonstrated by the stereoselective synthesis of the antifungal agents isavuconazole and efinaconazole (Scheme 2). According to the literature procedure (Scheme 2), the nitrile functionality of h-4 was transformed into a primary thioamide using diethyl dithiophosphate to give h-5. Similarly, the potential bioactive species i-5  and i-6 could be provided by a ring-opening reaction of  epoxide i-3 with 1-(2-(4-fluorophenoxy)ethyl)piperazine and  2-(3,4-dimethoxyphenyl)-N-methylethan-1-amine separately  (Scheme 2).