Tag: 17016-83-0

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

Preparation 8 According to the literature (Kruse et AL., J. Med. Chem. (1987), 30,486-494), a solution of 3, 5-difluorocinnamic acid (9.94 g, 53.9 mmol) in THF (100 ML) was hydrogenated over 10% Pd/C (1.50 g) at 50 psi of H2 pressure for 5 h at RT. The mixture was filtered and concentrated under reduced pressure to yield the 3- (3, 5- difluoro-phenyl) propionic acid (10.9 g, 100%). Oxalyl chloride (13 ml, 150 mmol) was slowly added to a solution of the acid (10.9 g, 53.9 mmol) in THF (220 ML) at 23 C, followed by the addition of a catalytic amount of DMF (1 drop). After 90 min at RT, the volatiles were removed under reduced pressure and the resulting residue was twice coevaporated with dry benzene to yield 3- (3, 5-DIFLUOROPHENYL)-PROPIONYL CHLORIDE as a yellow oil (11.91 g, 100%). The acid chloride was used in the ensuing step without further purification. The acylation was carried out in analogy to the literature (Pettit et al. Synthesis (1996), 719-725). A solution of (S)- (-)-4-ISOPROPYL-2- oxazolidinone (6.46 g, 50 mmol) in THF (150 ML) was stirred under argon and cooled to-78 C. n-BuLi (2.45 M in hexanes, 20.8 ML, 50.96 mmol) was added dropwise, followed by a solution of the previously prepared 3- (3, 5-DIFLUOROPHENYL)-PROPIONYL chloride in THF (8 ML). After warming the reaction to 23 GC over 15 h, the reaction was quenched with saturated aq. NH4CI (30 ml), followed by removal of the volatiles in vacuo. The slurry was extracted with CH2CI2 (2x), and the combined organic layers washed with 1 M NAOH (2x) and brine, dried (NA2SO4) and concentrated in vacuo. Purification of the residue by chromatography over SILICA GEL (15O30% EtOAc/hexanes) gave the product (14.27 g, 48 mmol, 96%). 1H NMR (400 MHz, CECI3) 8 6. 73 (m, 2 H), 6.59 (m, 1 H), 4.37 (m, 1 H), 4.17-4. 25 (m, 2 H), 3.24 (m, 1 H), 3.16 (m, 1 H), 2.93 (m, 2 H), 2.30 (m, 1 H), 0.86 (d, 3 H, J= 6.8 Hz), 0.80 (d, 3 H, J= 6.8 Hz); LCMS (Conditions A): tR = 4.47 min: 595 (2M+H) +, 298 (M+H) +.

The synthetic route of 17016-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC; WO2005/16876; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 19 (S)4-(1-Methylethyl)-3-(1-oxo-3-phenylpropyl)-2-oxazolidinone To a solution of 2.5 g of (4S)4-isopropyl-2-oxazolidinone in 60 ml of dry tetrahydrofuran under argon, cooled to -78 C. was added 8 ml n-butyllithium (2.5M in hexane). The suspension was allowed to warm slowly to 0 C. and then cooled to -78 C. (total time 50 minutes). To the well stirred suspension was added dropwise 3.3 ml of 3-phenylpropionyl chloride. The resulting solution was stirred at -78 C. for 2 hours and at 0 C. for 0.5 hour. To the solution was added 20 ml of saturated sodium bicarbonate and mixture concentrated under reduced pressure. The suspension was diluted with 20 ml of water and extracted with 150 ml of ethyl acetate. The extract was washed with brine, dried (Na2 SO4) and the solvent removed to give 5.67 g of colorless oil. This oil crystallized on standing and the crystals were triturated with hexane to give 5.0 g of crystals; [alpha]D26 +71+-1 (c, 1.182, CHCl3).

The synthetic route of 17016-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; American Cyanamid Company; US5104869; (1992); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

A mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (600 mg, 1.7 mmol), (S)-4-isopropyl-2-oxazolidinone (322 mg, 2.5 mmol), copper(I) iodide (96 mg, 0.5 mmol), N, N-dimethylglycine hydrochloride (140 mg, 1.0 mmol) and potassium carbonate (923 mg, 6.7 mmol) in dimethyl sulfoxide (5 mL) was stirred at 120C for 16 h. Then the reaction mixture cooled to room temperature. The reaction mixture was extracted with ethyl acetate (2 x 150 mL), washed with water (2 x 50 mL) and saturated aqueous ammonium chloride solution (2 x 50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by Waters automated flash system (column: Xterra 30 mm x 100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1% ammonium hydroxide in water) afforded 2-[3-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-phenyl]-3,3-dimethyl- l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (555 mg, 80%) as a white solid : LC/MS m/e calcd for C24H28N2O4 (M+H)+: 409.50, observed: 409.1.

17016-83-0 (S)-4-Isopropyl-2-oxazolidinone 7157133, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; FENG, Lichun; HUANG, Mengwei; LIU, Yongfu; WU, Guolong; WU, Jim, Zhen; ZHOU, Mingwei; WO2011/128251; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

17016-83-0, (S)-4-Isopropyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A A solution of (4S)-(-)-4-isopropyl-2-oxazolidinone (19.85 g, 0.154 mol) in 400 mL of THF at -78C under N2 is treated dropwise with n-butyl lithium (64.5 mL, 0.161 mol, 2.5 M solution in hexanes) resulting in the formation of solid. The mixture is stirred at -78C for 30 minutes, then treated with dropwise addition of iso-valeryl chloride (20.6 mL, 0.169 mol). The reaction is allowed to warm to room temperature slowly overnight. The sample is concentrated and then partitioned between EtOAc and saturated KH2PO4 solution. The organic extract is washed with brine, dried (MgSO4), and the resultant yellow oil is chromatographed (MPLC, silica gel, 10% EtOAc in hexanes) to give 29.8 g (91%) of (S)-4-isopropyl-3-(3-methyl-butyryl)-oxazolidin-2-one as a light yellow oil.

The synthetic route of 17016-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; EP1082127; (2005); B1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

17016-83-0, (S)-4-Isopropyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0061] An oven-dried 500 milliliter (mL) Schlenk flask was cooled under nitrogen gas (N2)and then charged with (S)-4-isopropyloxazolidin-2-one (7.05 grams (g), 54.6 millimoles (mmol))and anhydrous THF (300 mL). After sealing with a rubber septum, the resulting colorless solutionwas cooled to -78 C in a dry ice/acetone bath and treated with a solution of n-BuLi (2.5 Molar (M)in hexanes , 24.0 mL, 60.0 mmol). The reaction mixture was stirred at -78 C for 30 minutes (mm)and treated with via syringe with 3-phenylpropanyl chloride (8.80 mL, 59.2 mmol). The resultingyellow solution was stirred for 2.5 hours (h) at -78 C, the cold bath was removed, a solution of saturated aqueous ammonium chloride (NH4C1, 100 mL) was added, and the resulting white suspension was allowed to stir at room temperature for 10 mm. The crude reaction mixture was extracted with ethyl acetate (EtOAc, 3 xl 00 mL), and the combined organic extracts were washed with saturated aqueous sodium chloride solution (NaC1, brine, 100 mL), dried over anhydrous sodium sulfate (Na2SO4), filtered, and concentrated by rotary evaporation. The crude concentrate was purified via column chromatography (silica gel (Si02), 1-30% acetone in hexanes) to give the title compound (11.4 g, 80%) as a white solid: mp 59 – 62 C; ?H NMR (400 MHz, CDC13) oe 7.33 -7.16 (m, 5H), 4.44-4.39 (m, 1H), 4.24 (dd,J= 9.1, 8.1 Hz, 1H), 4.19 (dd, J= 9.1, 3.2 Hz, 1H),3.32 (ddd, J= 16.9, 8.6, 6.7 Hz, 1H), 3.22 (ddd, J= 16.9, 8.0, 7.2 Hz, 1H), 3.06 – 2.92 (m, 2H),2.35 (pd, J= 7.0, 3.9 Hz, 1H), 0.90 (d, J= 7.0 Hz, 2H), 0.84 (d, J= 7.0 Hz, 2H); ?3C NMR (101MHz, CDC13) oe 172.40, 154.06, 140.49, 128.56, 128.46, 126.24, 63.40, 58.45, 37.07, 30.45, 28.39,17.97, 14.64; ESIMS m/z 262 ([M+H]j.

As the paragraph descriping shows that 17016-83-0 is playing an increasingly important role.

Reference£º
Patent; DOW AGROSCIENCES LLC; BOEBEL, Timothy A.; LU, Yu; MEYER, Kevin G.; YAO, Chenglin; DAEUBLE, John F.; BRAVO-ALTAMIRANO, Karla; NUGENT, Benjamin M.; (237 pag.)WO2016/7529; (2016); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem