The design of experiments (DoE) in optimization of an aerobic flow Pd-catalyzed oxidation of alcohol towards an important aldehyde precursor in the synthesis of phosphatidylinositide 3-kinase inhibitor (CPL302415). Issue 52 (23rd November 2022)

• Record Type: Journal Article
• Authors: Michałek, Stanisław; Gurba-Bryśkiewicz, Lidia; Maruszak, Wioleta; Zagozda, Marcin; Maj, Anna M.; Ochal, Zbigniew; Dubiel, Krzysztof; Wieczorek, Maciej
• Is Part Of: RSC advances. Volume 12:Issue 52(2022)
• Page Start: 33605
• Page End: 33611
• Publication Date: 2022-11-23
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2ra07003k
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : DoE study of the aerobic flow Pd-catalyzed oxidation of an alcohol to an aldehyde in the synthesis of PI3Kδ inhibitor. The evaluation of green metrics show that the process is sustainable in comparison with two already known stoichiometric methods. Abstract : Herein, we describe the development of a green, scalable flow Pd-catalyzed aerobic oxidation for the key step in the synthesis of CPL302415, which is a new PI3K δ inhibitor. Applying this environmental-friendly, sustainable catalytic oxidation we significantly increased product yield (up to 84%) and by eliminating of workup step, we improved the waste index and E factor (up to 0.13) in comparison with the stoichiometric synthesis. The process was optimized by using the DoE approach.