Heterocyclic Building Blocks-Oxazolidine

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A Schlenk tube was charged with aryl bromide(1 mmol), oxazolidone(1.2 mmol), N,N-dimethylglycine(10.3mg, 0.1 mmol), recrystallized CuI(9.5mg, 0.05 mmol) and K2CO3(276mg, 2 mmol). The tube was evacuated and backfilled with argon(3 times) before dry DMF(0.5 ml) was added. The reaction mixture was stirred at 120 C until the corresponding aryl bromidewas completely consumed as monitored by TLC. The reaction mixture was extracted with ethyl acetate. The organic layer was washed with H2O and brine, and dried by Na2SO4. Removal of solvent in vacuo and purified by column chromatography on silica gel to provide the desired product.

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Jiaojiao; Zhang, Yihua; Jiang, Yongwen; Ma, Dawei; Tetrahedron Letters; vol. 53; 31; (2012); p. 3981 – 3983;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

D. 4-[4-(2,4-Dioxo-oxazolidin-5-ylidenemethyl)-2-methoxy-phenoxy]-naphthalene-1 – carboxylic acid amide. A mixture of 4-(4-Formyl-2-methoxy-phenoxy)- naphthalene-1 -carboxylic acid amide (117 mg, 0.36 mmol), thiazolidine-2,4- dione (47.5 mg, 0.36 mmol), sodium acetate (164 mg, 2.0 mmol) and ethanol (3 mL) was heated at reflux overnight. To the mixture was added acetic acid, followed by addition of 3 drops of water, to form a clear solution. This solution was loaded onto a preparative HPLC [Waters XTerra Prep MS C8 OBD Column (5 mum, 30 x 50 mm)] and eluted with a gradient mixture of 0.1 % aqueous TFA and acetonitrile. After triturating with methanol and drying, the pure product was obtained. 1H NMR (400 Hz, DMSO-c/6) ?12.64 (s, 1 H), 8.41 (d, 1 H), 8.21 (d, 1 H), 7.93 (s, 1 H), 7.83 (s, 1 H), 7.65-7.57 (m, 2H), 7.55 (d, 1 H), 7.50 (s, 1 H), 7.48 (s, 1 H), 7.21 (d, 1 H), 7.16 (d, 1 H), 6.68 (d, 1 H), 3.81 (s, 3H); LC/MS (m/z) [M+1]+ 421.0 (calculated for C22Hi7N2O5S, 421.1 ).;

The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/109727; (2008); 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.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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

1) Mix 2-oxazolidinone and sodium hydride in a molar ratio of 1: 1, and add N, N-dimethylformamide to dissolve thoroughly,propargyl bromide (the molar ratio of propargyl bromide to 2-oxazolidinone is 1: 1) is added dropwise to the above reaction solution,The reaction was stirred at room temperature for 0.5 and then quenched with water. The organic layer was extracted with ethyl acetate.After drying and concentration, column chromatography (eluent system: petroleum ether: ethyl acetate = 1: 1) to obtain a compound of the general formula II-1;

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

Reference£º
Patent; Chongqing University; Xia Yi; Zhang Yanhua; Liu Qian; Lin Yun; (25 pag.)CN110590686; (2019); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

875444-08-9, (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of ethyl [trans-4-( {ethyl [2-(hydroxymethyl)-4-(trifluoromethyl)phenyl] amino}methyl)cyclohexyl]acetate (Step B; 60 mg; 0.149 mmol) in toluene (1 mL) was added dropwise to a stirred solution of thionyl chloride (12.3 muL; 0.169 mmol) in toluene (300 muL) at 0C. The reaction stirred at room temperature for 1.5 h. Pyridine (27 mL) was added and the reaction was partitioned between toluene (10 mL) and H2O (10 mL). The aqueous layer was re-extracted with toluene (10 mL) and the combined organic layers were washed with brine (10 mL), dried (Na2SO4), filtered and concentrated in vacuo. The residue was dissolved in DMF (1 mL) and (45,5i?)-5-[3,5- bis(trifluoromethyl)phenyl]-4-methyl-l,3-oxazolidin-2-one (intermediate 17; 56 mg; 0.179 mmol) and potassium terf-butoxide (23.5 mg; 0.209 mmol) were added successively. The reaction stirred for 72 h and was quenched with sat. NH4Cl. The reaction was partitioned between sat. NH4Cl (10 mL) and EtOAc (10 mL). The aqueous layer was re-extracted with EtOAc (3 x 10 mL) and the combined organic layers were washed with brine (10 mL), dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by flash silica gel chromatography (0-20% EtOAc/hexanes gradient) and chiral HPLC (1.5% IP A/heptane; ChiralPak IA column) to afford ethyl (&r¡ãw-4-{[[2-({(4S,5lambda)-5-[3,5- bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-l,3-oxazolidin-3-yl}methyl)-4-(trifluoromethyl)phenyl](ethyl)amino]methyl}cyclohexyl)acetate as a clear glass. LCMS = 697.3 (M+l)+. IH NMR (CDCl3, 500 MHz): delta 7.92 (s, 1 H), 7.81 (s, 2 H), 7.65 (s, 1 H), 7.58 (d, J = 8.4 Hz, 1 H), 7.30-7.27 (m, 1 H)5 5.78 (d, J= 8.1 Hz3 1 H), 4.88 (d, J= 16.5 Hz, 1 H)5 4.74-4.69 (m, 1 H), 4.11 (q, J= 7.1 Hz, 2 H), 3.17-3.10 (m, 2 H), 3.05-2.97 (m, 2 H), 2.15 (d, J= 6.8 Hz, 2 H), 1.80-1.68 (m, 4 H), 1.66-1.50 (m, 1 H), 1.46-1.39 (m, 1 H), 1.25 (t, J= 7.1 Hz, 3 H), 1.07 (t, J= 7.0 Hz, 3 H), 1.03-0.85 (m, 4 H), 0.71 (d, J= 6.6 Hz, 3 H).

As the paragraph descriping shows that 875444-08-9 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2007/81571; (2007); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

875444-08-9, (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3′-(2-(Bromomethyl)-4,4-dicyclohex-l-enyl)-3,5-difiuoro-4′-methoxy-4-(methoxy methoxy)biphenyl, which is an intermediate compound, was dissolved in dimethylformamide (DMF). (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-4-oxazolidin-2-one and sodium hydride were added dropwise to the obtained solution at room temperature. After the completion of the reaction, the reaction mixture was extracted with ethyl acetate, washed with water and brine, dried with anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was separated by MPLC (Si02, 5:1 n-hexane : EtOAc), thus obtaining Compound 304 (60 mg, 46%) as white oil.1H NMR (400 MHz, DMSO-d6); atropisomer mixture; delta 7.86 (s, 1 H), 7.79 (s, 2 H), 7.36 – 7.39 (m, 1 H), 6.88 – 6.95 (m, 3 H), 5.57 – 5.62 (m, 1 H), 5.17 (d, 1 H, J= 9.9 Hz), 3.96 -4.04 (m, 2 H), 3.79 – 3.82 (2s, 3 H), 3.58 – 3.62 (m, 3 H), 3.44 – 3.58 (m, 1 H), 2.00 – 2.50 (m, 2 H), 1.93 – 1.95 (m, 2 H), 1.50 – 1.55 (m, 2 H), 1.02 – 1.07 (m, 6 H), 0.37, 0.43 (2d, 3 H, J= 6.6,6.5 Hz); MS (ESI) m/z 714 (M+ + H).

The synthetic route of 875444-08-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Seohee; OH, Jungtaek; LEE, Jaekwang; LEE, Jaewon; BAE, Suyeal; HA, Nina; LEE, Sera; WO2012/141487; (2012); 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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

WORKING EXAMPLE 12 In substantially the same manner as in Working Example 11, 4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]-3-methoxycinnamaldehyde was condensed with 2,4-oxazolidinedione. The condensate was subjected to catalytic hydrogenation to yield 5-[3-[4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]-3-methoxyphenyl]propyl]-2,4-oxazolidinedione. The product was recrystallized from chloroform-methanol-ether to give colorless prisms, m.p.173-174 C.

The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5932601; (1999); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

875444-08-9, (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl])-4-methyl-oxazolidin-2-one (1.78g, 5.68mmol), obtained in step 2 of Example 1 , in DMF (10ml) was added with drops of NaHMDS (5.16ml, 5.16mmol) at -40C, and stirred for 30 min. To this mixture was slowly added a solution of 3-(chloromethyl)-N-ethyl-N-(tetrahydro-2H-pyran-4-yl)-5- (trifluoromethyl)pyridine-2-amine, obtained in step 3, in DMF (5ml), after which the reaction mixture was stirred at room temperature for 2 hrs. The reaction was terminated with a saturated aqueous ammonium solution, followed by extraction with ethyl acetate. The residue was purified by chromatography to afford the title compound ( .92g, 64%). H NMR (400MHz, CDCI3) 8.51 (s, 1 H), 7.88 (s, 1H), 7.79 (d, J = 2.0Hz, 1H), 7.77 (s, 2H), 5.72 (d, J = 8.0Hz, 1H), 4.75 (d, J = 16.0Hz, 1 H), 4.34 (d, J = 16.0Hz, 1H), 4.00 (m, 2H), 3.46 (m, 6H), 1.86 (m, 4H), 0.93 (t, 3H), 0.63 (d, 3H).

875444-08-9 (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one 23583229, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; DONG-A ST CO.,LTD; PARK, Jang Hyun; SONG, Seung Hyun; CHUNG, Han Kook; KIM, Heung Jae; LEE, Ji Hye; JANG, Byeong Jun; KIM, Eun Jung; JUNG, Hae Hum; RYU, Chae Lim; HWANG, Jae-Sung; LEE, Hyung Ki; KANG, Kyung Koo; KIM, Soon Hoe; WO2014/157994; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

152305-23-2, (S)-4-(4-Aminobenzyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example – 1;The preparation of (SV4-[(3-[2-(DimethgammalaminokthyIl-lH-indol-5-gammal1methvn-2- oxazolidinone (I):Charge to the flask 300 ml of cone, hydrochloric acid, 3L of demineralised water and 250 gms of (S)-4-(4-arninobenzyl)-2-oxazolidinone. Cool the reactor contents to between 0-5 DEG C and add aqueous sodium nitrite solution (99 gms in 900ml water), maintaining the temperature below 5 DEG C. After stirring for about 30 minutes add the diazonium salt solution to a chilled aqueous solution of sodium sulphite (492 gms in 800 ml water) maintaining the temperature below 10 DEG C. After stirring for 15 minutes slowly heat the resulting mixture to about 55-60 DEG C, and then slowly add 50 ml of cone. hydrochloric acid. The solution is maintained at about 60 DEG C for about 18 hours. Dilute the reaction mixture with 5L of water and heat to about 90 DEG C. Under a nitrogen atmosphere slowly add 246 gms of 4,4-diethoxy-N, N-dimethylbutylamine and heat at reflux for about 3 hours. Cool, and adjust the mixture to about pH7 using sodium hydroxide solution. Extract with chloroform and then adjust the aqueous layer to about pHIO, again using sodium hydroxide solution. Extract the product using chloroform. Treat the combined chloroform extracts (containing the product) with decolorizing charcoal, and filter through filter aid. Distil off most of the solvent and chill the suspension to about 0 DEG C. Centrifuge the crude product, wash with chloroform and vacuum dry at 50 DEG C. (150 gms, pale yellow powder, 99.4percent HPLC purity)

The synthetic route of 152305-23-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NATCO PHARMA LIMITED; KOMPELLA, Amala, Kisham; RACHAKONDA, Sreenivas; ADIBHATLA KALI SATYA, Bhujanga, Rao; VENKAIAH CHOWDARY, Nannapaneni; WO2008/7390; (2008); 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.90719-32-7,(S)-4-Benzyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

A solution of (S) -4-benzyl-oxazolidine-2-one (6.13g, 0. 035 [pi] o1) was added to the reaction flask under nitrogen atmosphere ,Dry tetrahydrofuran 90ml,Stirring. Potassium tert-butoxide (5. 03 g, 0.049 mol) was added at 0 C to afford Stirring was continued for 2 hours at low temperature and isovaleryl chloride (4.8 g, 0.039 mol) was added dropwise at 0 C,Of tetrahydrofuran solution 10ml, the temperature at 0 C or so, after the completion of the drop,TCL detection reaction is complete. 20 ml of saturated ammonium chloride solution was added dropwise, and the solvent was distilled off under reduced pressure.The residue was extracted with dichloromethane, 60 ml each, extracted three times and the organic phases were combined.Organic phase by adding lmol / L NaOH 60ml extraction, organic phase and then saturated with saline 60ml wash to neutral,Dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and evaporated to an oil. To this was added 60 ml of hexane,A large number of white solid precipitation, filtration, vacuum drying, (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidine-2-one as a white needles (8.lg, 90% yield), m.p. 49-50 C. Optical rotation measured data:[[alpha]]15D+54.8(C1.0CHCl3), The data reported in the literature: [[alpha]]25D+55.8(C1.0CHCl3)

90719-32-7 (S)-4-Benzyloxazolidin-2-one 736225, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; Shanghai Institute of Pharmaceutical Industry; Xu, Wen Yan; Wang, guan; Guo, yekun; Zhong, jingfen; Shi, huilin; (6 pag.)CN102452994; (2016); B;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem