Tag: 95530-58-8

95530-58-8, (R)-4-Isopropyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,95530-58-8

The R-type Evans cofactor was added to a 250 ml dry reaction flask and dissolved in 70 ml of dry THF. The solution was cooled to -78 C and n-BuLi (18.5 ml, 46.3 mmol) was added slowly. After 30 min, (E) -2-methyl-2-butyryl chloride (5.0 g, 42.5 mmol) was added and the reaction was allowed to proceed for 30 min and the temperature was raised to 0 C. (20 ml of X3). The combined organic layers were washed with saturated brine (40 ml), dried over anhydrous sulfuric acid (20 ml) and concentrated in vacuo. The organic layer was extracted with ethyl acetate,Dried and filtered. The filtrate was concentrated under reduced pressure and the residue was subjected to column chromatography (elution conditions, petroleum ether: ethyl acetate = 10: 1) to give the product as a white solid (yield: 94%).

95530-58-8 (R)-4-Isopropyloxazolidin-2-one 641505, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; Fudan University; Lei, Xinsheng; Lin, Guojiang; Xu, Qianqian; Zhao, Qun; (29 pag.)CN104341276; (2016); B;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95530-58-8,(R)-4-Isopropyloxazolidin-2-one,as a common compound, the synthetic route is as follows.,95530-58-8

A 2.5M solution of n-butyllithium in hexanes (34.0mL, 85mmol) was added dropwise at -78C to a solution of (4R)-isopropyloxazolidinone (10.0g, 77mmol) in anhydrous THF (100mL). The mixture was stirred at -78C for 15min, and freshly distilled tiglyl chloride (9.3mL, 85mmol), prepared from tiglic acid and SOCl2, was added dropwise to the mixture. The mixture was stirred for 30minat -78C and slowly warmed up to 0C. After 15minat 0C, the mixture was quenched with a satd NH4Cl aqsolution (20mL). The organic solvents were evaporated and the mixture was extracted with AcOEt (50mL¡Á3). The combined extract was washed with brine (30mL), dried over MgSO4, concentrated, and purified by column chromatography (Petroleum ether/ethyl acetate=10:1). Compound 1 was obtained as a white solid (15.5g, 95%); mp 62-63C. Rf (Petroleum ether/ethyl acetate=10:1) 0.40. [alpha]D20 -91.2 (c 0.13, CHCl3). [lit.:20 its enantiomer, mp 63-64C. [alpha]D30 +91.8 (c 0.07, CHCl3)]. 1H NMR (400MHz, CDCl3) delta 6.21 (q, J=6.8Hz, 1H), 4.58-4.46 (m, 1H), 4.32 (dd, J=8.9, 8.9Hz, 1H), 4.17 (dd, J=8.9, 5.6Hz, 1H), 2.42-2.28 (m, 1H), 1.91 (s, 3H), 1.81 (d, J=8.9Hz, 3H), 0.92 (d, J=7.1Hz, 3H), 0.91 (d, J=6.6Hz, 3H). ESI-MS: Calcdfor C11H18NO3+ [M+H]: 212.1, found:

As the paragraph descriping shows that 95530-58-8 is playing an increasingly important role.

Reference£º
Article; Xu, Qian-Qian; Zhao, Qun; Shan, Guang-Sheng; Yang, Xi-Cheng; Shi, Qi-Yuan; Lei, Xinsheng; Tetrahedron; vol. 69; 50; (2013); p. 10739 – 10746;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95530-58-8,(R)-4-Isopropyloxazolidin-2-one,as a common compound, the synthetic route is as follows.,95530-58-8

A mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (600 mg, 1.7 mmol), (R)-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-((R)-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.

As the paragraph descriping shows that 95530-58-8 is playing an increasingly important role.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95530-58-8,(R)-4-Isopropyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: n-BuLi (2.89M, 7.12mL, 20.6mmol) was added dropwise over 15min to a cold (-78C), stirred solution of (R)-4-isopropyloxazolidin-2-one 3 (2.5g, 19.6mmol) in dry THF (80mL), and the mixture was stirred at -78C for 30min. Octanoyl chloride (3.67mL, 21.5mmol) was then added dropwise, and the resulting mixture was stirred at -78C for 20min, then warmed to -10C for 2h. The mixture was quenched with 1M aqueous K2CO3 (100mL) and warmed to room temperature. The crude products were extracted with hexanes (2¡Á100mL), and the combined hexane extracts were washed with water and brine, dried, and concentrated. The residue was purified by flash chromatography on silica gel (50g). Elution with hexane/EtOAc (9:1) afforded 4.93g (19.3mmol, 98%) of (R)- 4 as a colorless oil, numax (neat): 2958 (m), 2927 (s), 2854 (m), 1777 (s), 1699 (s), 1487 (w), 1465 (m), 1384 (s), 1301 (m), 1269 (w), 1232 (m), 1204 (s), 1120 (w), 1091 (w), 1059 (m), 1020 (m), 971 (w), 773 (m), 723 (w), 708 (w); ?H (CDCl3): 0.78 (3H, m), 0.82 (6H, d, J=6.2Hz), 1.18 (6H, m), 1.55 (2H, m), 2.28 (1H, m), 2.74 (1H, pseudoquintet, J=6.2Hz), 2.89 (1H, pseudoquintet, J=6.4Hz), 4.11 (1H, dd, J=16, 4Hz), 4.18 (1H, pseudotriplet, J=8.4Hz), 4.34 (1H, m); ?C (CDCl3): 14.0, 14.9, 18.0, 23.0, 24.9, 28.2, 29.3, 31.9, 35.8, 58.5, 63.5, 154, 173.8; GC-MS [column: DB-5MS, 5% phenylmethylsiloxane, 30m¡Á0.25mm id; carrier gas, He; temp: 50-280C (10C/min)]: tR: 19.43min (100%); MS of 4 (70eV, EI); m/z: 255 (1, M+), 212 (2), 184 (5), 171 (8), 142 (1), 127 (17), 109 (3), 85 (9), 71 (8), 57 (42), 41 (47).

95530-58-8 (R)-4-Isopropyloxazolidin-2-one 641505, aoxazolidine compound, is more and more widely used in various.

Reference£º
Article; Bello, Jan E.; Millar, Jocelyn G.; Tetrahedron Asymmetry; vol. 24; 13-14; (2013); p. 822 – 826;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95530-58-8,(R)-4-Isopropyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

A cooled (-20 C) solution of tiglic acid (2.005 g, 20.031 mmol) in anhydrous tetrahydrofuran (50 mL) was sequentially treated with triethylamine (6.1 mL, 44.068 mmol) and dropwise pivaloyl chloride (2.7 mL, 22.034 mmol). After stirring at -20 C for 30 min, lithium chloride (1.019 g, 24.037 mmol) and (R)-(+)-4-isopropyl-2-oxazolidinone (2.587 g, 20.031 mmol) were added. The reaction mixture was allowed to slowly warm to room temperature, stirred for 3 days and was then quenched with saturated ammonium chloride. The aqueous layer was extracted with ethyl acetate (2 x). The organics were combined, dried over anhydrous sodium sulfate, filtered and the volatiles were removed in vacuo. The residue was purified by silica gel chromatography using a 50 g Isolute cartridge eluted with a continuous gradient of iso- hexanes/ethyl acetate 1 :0 to 4:1 to afford the title compound (3.307 g, 78%) as a colourless solid. 1H NMR (300 MHz, CDCl3): delta 0.92 (d, J = 6.9 Hz, 3H), 0.94 (d, J = 7.1 Hz, 3H), 1 .83 (d, J = 6.9 Hz, 3H), 1.93 (s, 3H), 2.38 (d of heptet, J = 6.9, 4.2 Hz, 1 H), 4.19 (dd, J = 8.9, 4.6 Hz, 1 H), 4.33 (app t, J = 8.9 Hz, 1 H), 4.49-4.58 (m, 1 H), 6.23 (q, J = 7.1 Hz, 1 H)

The synthetic route of 95530-58-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GILEAD SCIENCES, INC.; SELCIA LIMITED; ACIRO, Caroline; STEADMAN, Victoria Alexandra; PETTIT, Simon Neil; POULLENNEC, Karine G.; LAZARIDES, Linos; DEAN, David Kenneth; DUNBAR, Neil Andrew; HIGHTON, Adrian John; KEATS, Andrew John; SIEGEL, Dustin Scott; KARKI, Kapil Kumar; SCHRIER, Adam James; JANSA, Petr; MACKMAN, Richard; WO2013/185103; (2013); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem