General-acid-catalyzed ring opening of oxazolidines. Hydrolysis of 2-[4-(dimethylamino)styryl]-N-phenyl-1,3-oxazolidine

Abstract

Repetition of this reaction with 2 labeled with a CD3 group at C41 23 gave 5 in which the peak at 5 1.20 (CC14) was reduced in area by 25%.Attempted Hydrolysis of 5. A solution of 5 (46 mg) in 2 mL of 7% potassium carbonate in aqueous methanol (2:5 v/v) was stirred at room temperature for 4 h. Workup gave a quantitative recovery of 5.

Stability Studies of Oxazolidine-Based Compounds Using 1H NMR Spectroscopy

“…3,4S‐Dimethyl‐2S,5R‐diphenyl‐oxazolidine 4 15–20. (1R,2S)‐(−)‐2‐Methylamino‐1‐phenyl‐1‐propanol (2.06 g, 12.5 mmol) and freshly distilled benzaldehyde (1.32 g, 12.5 mmol) were dissolved in anhydrous toluene (30 mL).…”

Prodrugs as Drug Delivery Systems XXV: Hydrolysis of Oxazolidines—A Potential New Prodrug Type

“…However, it is also possible that indomethacin may compete with bumetanide (both drugs are weak organic acids) for active secretion into the lumen of the kidney tubule, thereby modifying either the total amount of diuretic delivered to its active site or the time course of drug delivery. Since previous investigators (12,(15)(16)(17) did not measure concentrations and/or amounts of bumetanide in the plasma and urine, this alternative hypothesis (pharmacokinetic interaction) cannot be eliminated. Therefore, the present investigation was undertaken to clarify the mechanism by which indomethacin diminishes the pharmacodynamic response to bumetanide.…”

Diethyl ketone‐based imine as efficient latent hardener for epoxy resin

“…Although heat and photoirradiation are the external stimulations most commonly used, there are some cases where using atmospheric water as the stimulation is necessary to achieve one‐component epoxy resin. The candidates for water‐stimulated latent hardeners are imines,5 oxazolidines,6 enamines,7 and silylamines,8 all of which release amines as the initiating species. Among these compounds, imines that can be easily synthesized attract much attention, but only a few imines have been industrialized as hardeners so far.…”