383417-91-2Relevant academic research and scientific papers
Use of DOE for rapid development of a red-Al reduction process for the synthesis of 3,4-isopropylidenedioxypyrrolidine hydrotosylate
Alimardanov, Asaf R.,Barrila, Mark T.,Busch, Frank R.,Carey, James J.,Couturier, Michel A.,Cui, Curtis
, p. 834 - 837 (2013/09/03)
Statistical design of experiments (DOE) was used to rapidly optimize Red-Al reduction of an imide to produce, after deprotection and salt formation, 3,4-isopropylidenedioxypyr-rolidine hydrotosylate (1), an intermediate in the synthesis of Ingliforib. A Red-Al reduction process was successfully scaled to produce multikilogram quantities of 1, thus demonstrating a safer and more economical process. Further development resulted in an optimized procedure, which not only avoided borane reduction but also allowed the three-step procedure to be performed without isolation of the intermediates, solvent exchange, or distillation.
Processes and intermediates for preparing glycogen phosphorylase inhibitors
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, (2008/06/13)
The instant invention provides novel processes and intermediates useful in the preparation of certain N-(indole-2-carbonyl)-β-alaninamide compounds, which compounds are glycogen phosphorylase inhibitors useful in the treatment of diseases such as hypercholesterolemia, hyperglycemia, hyperinsulinemia, hyperlipidemia, hypertension, atherosclerosis, diabetes, diabetic cardiomyopathy, infection, tissue ischemia, myocardial ischemia, and in inhibiting tumor growth.
