Uses
1-Chloroethyl Isopropyl-d7 Carbonate is an intermediate in the synthesis of Cefpodoxime Proxetil-d7 (C243862). Cefpodoxime Proxetil-d7 is the labelled form of Cefpodoxime Proxetil (C243860), an antibacterial. Cefpodoxime Proxetil is a broad spectrum, orally absorbed third generation cephalosporin, ester prodrug of the active free acid metabolite, Cefpodoxime (C243850).
Synthesis
To a solution of 2-propanol (2.66 mL, 34.97 mmol) and pyridine (3.39 mL, 41.96 mmol), pre-cooled in a dry-ice/acetone bath was slowly added 1-chloroethyl chloroformate. The resulting mixture was allowed to slowly warm to 25° C. overnight, with stirring. After concentration under reduced pressure, the mixture was dissolved in ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure to give 1-chloroethyl isopropyl carbonate as a pink/orange oil (5.11 g, 88% yield).
References
[1] Patent: WO2018/53215, 2018, A1. Location in patent: Page/Page column 135
[2] Patent: WO2005/123693, 2005, A1. Location in patent: Page/Page column 66
[3] Patent: US2009/36505, 2009, A1. Location in patent: Page/Page column 11-12
[4] Patent: CN106467474, 2017, A. Location in patent: Paragraph 0069; 0070; 0071; 0072
[5] Patent: WO2009/66917, 2009, A2. Location in patent: Page/Page column 16-17
