Electric Literature of 3814-30-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 3814-30-0 as follows.
[0190] 3-Cvclopentyl-2-oxo-propionic acid ethyl ester; Bromomethyl-cyclopentane (4 9 g, 30 mmol) was dissolved in anhydrous THF (30 mL), Mg (800 mg, 33 mmol) and small amount of I2 solid were added to the solution The mixture was heated to reflux until the brown color disappeared, and stirring was continued for 30 min The mixture was cooled to room temperature and used to the next step directlyDiethyl oxalate (3 54 mL, 26 mmol) was dissolved in I5O mL of dry toluene, and cooled to -78 0C under N2 atmosphere The G?gnard reagent made above was added slowly into the solution via syringe over a period of 15 mm The reaction mixture was stirred at -78 C for 1 h, quenched with aq NH4CI solution The two layers were separated by separately funnel, and the organic layer was extracted with EtOAc The combined organic layers washed with brme and dried over Na2SO4 The solid was removed by filter paper and the filtrate was concentrated by rotary evaporator (temperature of water bath was less then 20 0C) The crude residue was then purified by flash chromatography on silica gel to give the desired product, 3-Cyclopentyl-2- oxo-propiomc acid ethyl ester (3 5 g, 51 %) 1H NMR (400MHz, CDCl3) delta 4 33 (q, 2H, J= 7 2 Hz), 2 87 (d, 2H, J = 7 2 Hz), 2 30 (m, IH), 1 88 (m, 2H), 1 65 (m, 2H), 1 S8 (m, 2H), 1 40 (t, 3H, J= 7 2 Hz), 1 I5 (m, 2H)
According to the analysis of related databases, 3814-30-0, the application of this compound in the production field has become more and more popular.
Reference:
Patent; ANADYS PHARMACEUTICALS, INC.; WO2008/82725; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary