ethyl1-benzyl-4-oxo-pyrrolidine-3-carboxylate

The crude 1127.324 g compound (c) is dissolved in 2.5 L toluene without water, 243.028g tert potassium butanolate is added gradually under ice bath, stirred for 2h, TLC was carried out to detect the completion of the reaction, 4M HCl in ice bath was added, PH in acidic was adjusted to PH=8 using saturated sodium bicarbonate, extracted with ethyl acetate, dried using anhydrous NaAbove-prepared ethyl 3-[N-benzyl-N-(ethoxycarbonylmethyl)amino]propionate (14.0 g, 0.0479 mol) was dissolved in toluene (100 mL), and the solution was mixed with potassium tert-butoxide (5.9 g, 0.0525 mol) gradually added under ice-cooling, followed by stirring under ice-cooling for two hours. The reaction mixture was mixed with diluted hydrochloric acid (about 1 mol/L, 100 mL) under ice-cooling, followed by shaking and separation, to yield an aqueous layer. Saturated aqueous sodium bicarbonate solution (300 mL) was added dropwise to the aqueous layer, and ethyl acetate (400 mL) was further added thereto, followed by shaking and separation. After drying the organic layer over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, to thereby yield ethyl 1-benzyl-4-oxopyrrolidine-3-carboxylate (9.23 g, in a yield of 78percent).By following the same procedure but using the corresponding ethyl N, N-disubstituted-glycinates the following 1-substituted 4-ethoxycarbonylpyrrolidine-3-ones are synthesised....4-ethoxycarbonyl-1-(3, 4, 5-trichlorophenyl)pyrrolidine-3-one, 4-ethoxycarbonyl-1-(2, 4, 6-tribromophenyl)pyrrolidine-3-one, 4-ethoxycarbonyl-1-(2, 4, 5-tribromophenyl)pyrrolidine-3-one, 4-ethoxycarbonyl-1-(3, 4, 5-tribromophenyl)pyrrolidine-3-one, 4-ethoxycarbonyl-1-benzylpyrrolidine-3-one, 4-ethoxycarbonyl-1-(2-methoxybenzyl)pyrrolidine-3-one, 4-ethoxycarbonyl-1-(3-methoxybenzyl)pyrrolidine-3-one, 4-ethoxycarbonyl-1-(4-methoxybenzyl)pyrrolidine-3-one, ... (5.0 g, 20 mmol), (R)-N-(1-phenyl-1-ethyl)-3-bromopropylamide (6.40 g, 25mmol), potassium carbonate (4.14g, 30mmol) and DMF (20mL) were incubated at 80°C for 8 hours. After the TLC reaction was completed, the reaction solution was poured into ice water, and the precipitated solid was collected by filtration and washed with a small amount of terpene ether. After drying, an off-white solid (5.5 g) was obtained with a yield of 65percent. (5.0 g, 20 mmol), (R)-N-(1-phenyl-1-ethyl)-acrylamide (4.37 g, 25 mmol), triphenylphosphine (1.31g, 5mmol) and DMF (20mL) were incubated at 80°C for 5 hours. After the TLC reaction was completed, the reaction solution was poured into ice water. The precipitated solid was collected by filtration and washed with a small amount of terpene ether and dried. An off-white solid was obtained 6.07 g, yield 72percent.

Molecular Weight:247.29
XLogP3:1.8
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:247.12084340
Monoisotopic Mass:247.12084340
Topological Polar Surface Area:46.6
Heavy Atom Count:18
Complexity:310
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes