Heterocyclic Building Blocks-Oxazolidine

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

875444-08-9, A solution of (45,5J?)-5-[3;5-bis(trifluoromethyl)phenyl]-4-methyl-1,3-oxazolidin-2-one (12.00 g, 38.3 mmol) in THF (200 mL) was cooled to 0 C. NaH (0.919 g, 38.3 mmol) was added. The mixture was stirred at 0 C for 30 min. The title compound from Step A (10.0 g, 31.9 mmol) in THF (30 mL) was added. The mixture was stirred at 0 C and then room temperature for 4 h. Saturated NH C1 (10 mL) was added. The mixture was extracted with ethyl acetate (3 xlOO mL). The combined organic fractions were washed with brine (saturated, 20 mL), dried (Na2S0 ), filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 65i, eluting with EtOAc/hexane (20/80) to give the title compound as a colorless solid. NMR (CDCl3s 500 MHz) delta 8.57 (s, 1H), 7.94 (s, 1H), 7.82 (s, 2H), 5.86 (d, J= 8.5 Hz, 1H), 4.97 (d, J- 18.0 Hz, 1H), 4.46 (m5 1H), 4.28 (d, J= 17.5 Hz, 1H), 2.60 (s, 3H), 0.83 (d, J= 6.5 Hz 3H)

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LU, Zhijian; CHEN, Yi-Heng; SMITH, Cameron; LI, Hong; THOMPSON, Christopher, F.; SWEIS, Ramzi; SINCLAIR, Peter; KALLASHI, Florida; HUNT, Julianne; ADAMSON, Samantha, E.; DONG, Guizhen; ONDEYKA, Debra, L.; QIAN, Xiaoxia; SUN, Wanying; VACHAL, Petr; ZHAO, Kake; WO2012/58187; (2012); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

184363-66-4, (S)-4-Phenyl-3-propionyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the reaction flask was added 150 mL of a 1 M solution of LiHMDS (lithium bis(trimethylsilyl)amide) in tetrahydrofuran. Cool to -50 C. Slowly drip the tetrahydrofuran containing 32.8 g (0.15 mol, 1.1 eq) of (S)-4-phenyl-3-propionyloxazolidinone(60mL) solution,The mixture was further stirred at -50 C for 80 minutes.Dropping 50 g (0.134 mol, 1.0 eq) containing compound IIb Anhydrous tetrahydrofuran (100 mL) solution,Continue to incubate for 30 minutes after the dropwise addition.Slowly warm to room temperature and stir. Complete to the substrateConversion.Wash the organic layer with saturated ammonium chloride solution (100ml), water (100ml), saturated brine (100ml), separate, organicThe layer was dried over anhydrous MgSO4 and evaporated.53.2 g of crude compound IIIb were obtained, The yield was 87.3%., 184363-66-4

The synthetic route of 184363-66-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Disainuo Chemical Pharmaceutical Co., Ltd.; Yancheng Disainuo Pharmaceutical Co., Ltd.; Jiangsu Puxin Pharmaceutical Co., Ltd.; Shanghai Disainuo Pharmaceutical Co., Ltd.; Li Jinliang; Zhao Nan; Lou Yanpeng; (12 pag.)CN109206419; (2019); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

169048-83-3, (S)-5-(Chloromethyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-6(21.7 mg, 160 mumol) in N,N-dimethylformamide (DMF)(4.0 mL) was added to a solution of 4 (43.5 mg, 123 mumol).K2CO3 (204 mg, 1.48 mmol) was added, and the reactionmixture was stirred at 140C for 45 min. The mixture wasfiltered, and the filtrate was diluted with H2O (5 mL) and thenextracted with CHCl3 (3¡Á30 mL). The combined extract waswashed with brine (20 mL), dried, and concentrated in vacuoto give a residue (60 mg). Chromatography on a silica gel columnwith n-hexane-EtOAc (1 : 2-1 : 1) as the eluent gave (S)-1(26.8 mg, 48%) as a colorless powder. 1H-NMR (400 MHz,CDCl3) delta: 7.35 (2H, s), 5.79 (1H, br), 5.02 (1H, ddt, J=8.7, 6.2,5.0 Hz), 4.82 (1H, br), 4.20 (2H, d, J=5.0 Hz), 3.91 (1H, dd,J=8.7, 6.2 Hz), 3.82 (1H, t, J=8.7 Hz), 3.67 (3H, s), 3.39 (2H, q,J=6.7 Hz), 2.74 (2H, t, J=6.7 Hz). HR-FAB-MS m/z 450.9498[M+H]+ (Calcd for C14H17Br2N2O5: 450.9504). [alpha]D25 +21.4(c=0.1, MeOH).

169048-83-3, As the paragraph descriping shows that 169048-83-3 is playing an increasingly important role.

Reference£º
Article; Sirimangkalakitti, Nachanun; Yokoya, Masashi; Chamni, Supakarn; Chanvorachote, Pithi; Plubrukrn, Anuchit; Saito, Naoki; Suwanborirux, Khanit; Chemical and Pharmaceutical Bulletin; vol. 64; 3; (2016); p. 258 – 262;,
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.

A solution of 3.1 g (11.1 mmol) of 1-[(4-bromobutyl)oxy]naphthalene (Eur. J. Med. Chem. 1997, 32, 175-179) and 1.35 g (13.3 mmol) of 1,3-oxazolidine-2,4-dione (J. Med. Chem. 1991, 34, 1542-1543) in 30 ml of tetrahydrofuran is admixed dropwise with a solution of 2.55 g (22.2 mmol) of 1,1,3,3-tetramethylguanidine in 15 ml of tetrahydrofuran. The mixture is heated at reflux for 8 hours. 0.28 g (2.7 mmol) of 1,3-oxazolidine-2,4-dione and 0.32 g (2.7 mmol) of 1,1,3,3-tetramethylguanidine are added and the mixture is heated at reflux for 4 more hours. The reaction mixture is cooled using an ice bath, and 100 ml of ethyl acetate and then 50 ml of 1M aqueous hydrochloric acid are added. The system is decanted and the aqueous phase is extracted with 2*80 ml of ethyl acetate. The organic phases are subsequently washed with 80 ml of water and then with 80 ml of saturated aqueous sodium chloride solution. They are dried over sodium sulfate and then evaporated to dryness. The product is purified by chromatography on silica gel, eluding with an 80/20 mixture of cyclohexane and ethyl acetate, to give 2.0 g of product, which is used as it is in the following step.

2346-26-1, 2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; SANOFI-AVENTIS; US2007/21424; (2007); 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.152305-23-2,(S)-4-(4-Aminobenzyl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

Sodium nitrite (16 gm) in water (120 ml) was added slowly for a period of 30 minutes at 0 deg C to a solution of (S)-4-(4-Aminobenzyl)-2-oxazolidinone (40 gm), concentrated hydrochloric acid (46 ml) and water (480 ml) in round bottomed flask, cooled to 0 deg C and stirred for 1 hour. The above diazotized solution was added for a period of 30 minutes at 0 deg C to sodium sulfite (78.3 gm) in water (200 ml) in another round bottomed flask, cooled to 0 deg C, slowly allowed to room temperature, heated to 55 deg C and stirred for 15 minutes at 60 deg C. Added concentrated hydrochloric acid (80 ml) to the reaction mass, stirred for 16 hours at 60 deg C, nitrogen gas was applied and heated to 90 deg C. Water (80 ml) was added to the reaction mass for 15 minutes at 90 deg C, added 4-(dimethylamino)-butyraldehyde diethylacetal for a period of 40 minutes, heated to reflux, stirred for 3 hours at reflux, cooled to 25 – 30 deg C and the pH was adjusted to 7 by adding sodium hydroxide solution(30percent, 230 ml). Extracted with ethyl acetate (7 X 200 ml), adjusted the pH of the aqueous layer to 10 by adding sodium hydroxide solution (30percent, 100 ml), heated to 50 deg C and again extracted with ethyl acetate (8 X 200 ml) at 50 deg C. Both the organic layers were combined, dried with sodium sulfate, given carbon treatment and the solvent was distilled off completely under vacuum at 50 – 55 deg C, ethyl acetate (80 ml) was added to the reaction mass at 25 deg C, stirred for 1 hour and cooled to 10 deg C. Stirred for 30 minutes at 10 deg C, filtered the material and washed with chilled ethylacetate(20 ml) under nitrogen atmosphere and dried at 45 -50 deg C to yield 40 gm of (4S)-4-[[3-[2-(Dimethylamino)ethyl]~ 1 H-indol-5-yl]methyl]-2-oxazolidinone.(4S)-4-[[3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl]methyl]-2-oxazolidinone (40 gm, Zolmitriptan) was dissolved in isopropanol (200 ml) at 25 deg C, heated to reflux, stirred for 40 minutes at reflux and slowly allowed to cool to 0 deg C. Stirred the reaction mass for 1 hour at 0 deg C, filtered the compound, washed with chilled isopropanol(40 ml) and dried at 40 – 45 deg C under vacuum to yield (4S)-4-[[3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl]methyl]-2-oxazolidinone isopropanol solvate (32 gm, Zolmitriptan isopropanol solvate; HPLC purity. 99.32percent). Zolmitriptan isopropanol solvate obtained above (32 gm) was dissolved in isopropyl acetate (2250 ml) at 25 deg C. Then the contents were heated to reflux and maintained for 30 minutes to form clear solution. The solution was cooled to 25 deg C during a period of 1 hour. The separated solid was filtered, washed with isopropyl acetate (160 ml) to obtain 32 gm of zolmitriptan isopropyl acetate solvate (HPLC purity: 99.8percent)., 152305-23-2

As the paragraph descriping shows that 152305-23-2 is playing an increasingly important role.

Reference£º
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; RAJI REDDY, Rapolu; MURALIDHARA REDDY, Dasari; SRINIVASA RAO, Thungathurthy; WO2010/73256; (2010); A2;,
Oxazolidine – Wikipedia
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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
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497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,497-25-6

A 48 mL pressure vessel containing 2-bromo-4-fluorobenzonitrile (1.00 g, 5.00 mmol), 2-oxazolidone (0.390 g, 4.50 mmol), K2CO3 (0.970 g, 7.0 mmol) and xantphos (0.231 g, 0.40 mmol) in dioxane (10 mL) was degassed with argon for 15 min. Pd2 dba3 (0.140 g, 0.15 mmol) was introduced and then the reaction mixture was heated at 70 C. for 18 h. The mixture was cooled, diluted with dioxane, and then filtered through Celite. The resulting mixture was concentrated in vacuo and subjected to column chromatography on silica gel with hexanes:ethyl acetate (1:1) to (3:7) gradient as the eluent to afford the title compound as a white solid (0.460 g, 50% yield): 1H NMR (400 MHz, CDCl3) ? ppm: 7.73 (1H, dd, J=5.8, 8.6 Hz), 7.43 (1H, dd, J=2.5, 9.6 Hz), 7.11 (1H, ddd, J=2.5, 7.5, 8.7 Hz), 4.60 (2H, t, J=7.1 Hz), 4.29 (2H, t, J=7.1 HJz); LCMS (+ESI, M+H+) m/z 207.

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

Reference£º
Patent; Naidu, B. Narasimhulu; Banville, Jacques; Beaulieu, Francis; Connolly, Timothy P.; Krystal, Mark R.; Matiskella, John D.; Ouellet, Carl; Plamondon, Serge; Remillard, Roger; Sorenson, Margaret E.; Ueda, Yasutsugu; Walker, Michael A.; US2005/267105; (2005); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

139009-66-8, (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution ofcarboxylic acid (1 mmol), EDC (1.1 mmol) and HOBT (1.1 mmol) in CH2Cl2(20 mL) was stirred at room temperature the starting material disappeared. The reaction was monitored by TLC. Thesolvent was eliminated under reduced pressure, and the residue wasco-distilled three times with dry toluene to obtain benzotriazoleesters I and II. These compounds were dissolved in anhydrousTHF (5 mL) and stored under argon before the next reaction. Completelyanhydrous conditions were crucial for attaining good yields.

139009-66-8, The synthetic route of 139009-66-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Morales-Serna, Jose Antonio; Sauza, Alejandro; Padron De Jesus, Gabriela; Gavino, Ruben; Garcia De La Mora, Gustavo; Cardenas, Jorge; Tetrahedron Letters; vol. 54; 52; (2013); p. 7111 – 7114;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.152305-23-2,(S)-4-(4-Aminobenzyl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

EXAMPLE 1 Ethyl-3-[2-(1,3-dioxo-2,3-dihydro-1H-2-isoindoleyl)ethyl]-5-[(4S)-2-oxo-1,3-oxazolan-4-ylmethyl]-1H-2-indole carboxylate (VII) Part A: (4S)-4-(4-aminobenzyl)-1,3-oxazolan-2-one of the formula (II) (200 g, 1.04 moles) was dissolved in methanol (600 ml) and water (900 ml) and cooled to 5-10¡ã C., then concentrated HCl (272 ml) was added dropwise to avoid heat generation and stirring was continued for 10 minutes. To this mixture sodium nitrite (90 g, 1.25 moles) solution in water (600 ml) was added slowly at -5 to 0¡ã C. After the addition, the solution was maintained under stirring at the same temperature for 30 minutes; EXAMPLE 9 Ethyl-3-[2-(1,3-dioxo-2,3-dihydro-1H-2-isoindoleyl)ethyl]-5-[(4S)-2-oxo-1,3-oxazolan-4-ylmethyl]-1H-2-indole carboxylate (VII) Part A: (4S)-4-(4-aminobenzyl)-1,3-oxazolan-2-one of the formula (II) (50 g, 0.26 moles) was dissolved in methanol (150 ml) and water (225 ml) and cooled to 5-10¡ã C., then conc. HCl (100 ml) was added dropwise to avoid temperature rise, and the mixture was stirred for 10 minutes. To this mixture sodium nitrite (36 g, 0.52 moles) solution in water (150 ml) was added slowly at -5 to 0¡ã C. After addition, the solution was maintained under stirring at the same temp for 30 minutes; EXAMPLE 10 Ethyl-3-[2-(1,3-dioxo-2,3-dihydro-1H-2-isoindoleyl)ethyl]-5-[(4S)-2-oxo-1,3-oxazolan-4-ylmethyl]-1H-2-indole carboxylate (VII) Part A: (4S)-4-(4-aminobenzyl)-1,3-oxazolan-2-one of the formula (II) (10 g, 0.052 moles) was dissolved in methanol (30 ml) and water (45 ml) and cooled to 5-10¡ã C., then concentrated HCl (13.6 ml) was added dropwise to avoiding heating and the mixture was stirred for 10 minutes. To this mixture, sodium nitrite (4.5 g, 0.065 moles) solution in water (30 ml) was added slowly at -5 to 0¡ã C. After the addition the solution was maintained under stirring at the same temperature for 30 minutes.

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

Reference£º
Patent; Aminul, Islam; Chandan, Bhar; Sahadev, Katam; US2005/245585; (2005); 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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

Into a 100 mL three neck round-bottom flask, were placed oxazolidine-2,4-dione (515 mg, 5.096 mmol, 1 equiv.), LiCl (648 mg, 15.3 mmol, 3 equiv.) and THF (30 mL). The reaction was purged with an inert atmosphere of nitrogen. The mixture was then added t-BuLi (9.6 mL, 15.3 mmol, 1.6M) dropwise with stirring at -78 C. The resulting solution was stirred for 30 min at -78. 1-(6-(8-Fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-2-methylpropan-1-one (500 mg, 1.546 mmol, 0.3 equiv.)/THF (3 mL) was added to above solution at -78 C. The resulting solution was stirred for 30 min at -78 C. and 1 hrs at room temperature. The reaction progress was monitored by TLC/LCMS (DCM/MeOH=20:1). The reaction was then quenched by the addition of 3 mL of NH4Cl (aquous). The reaction was extracted with ethyl acetate and concentrated under vacuum. The residue was applied onto a silica gel column with DCM/MeOH (5:95) to yield 5-(1-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-1-hydroxy-2-methylpropyl)oxazolidine-2,4-dione as a white solid. Mass spectrum (ESI, m/z): Calculated for C23H21FN2O5, 425.1 (M+H), found 425.1.

2346-26-1, 2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (179 pag.)US2019/47959; (2019); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem