Heterocyclic Building Blocks-Oxazolidine

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.

EXAMPLE 23; 4-r4-(2,4-Dioxo-oxazolidin-5-ylidenemethyl)-2-methoxy-phenoxy1-naphthalene-1- carbon itrileTo a mixture of oxazolidine-2,4-dione (50.5 mg, 0.50 mmol), LiCI (128 mg, 3.0 mmol) and anhydrous THF (5.0 mL) cooled to -78 0C was added dropwise 1.7 M tert-butyllithium solution in pentane (0.616 mL, 1.05 mmol). After stirring at -78 0C for 20 minutes, the reaction mixture was warmed to 0 0C for 5 minutes. The mixture was recooled to -78 0C and a solution of 4-(4-formyl-2-methoxy-phenoxy)-naphthalene-1 – carbonitrile (Example 19a) was added dropwise. After stirring at -78 0C for 15 minutes, 1 N HCI (1.05 ml_, 1.05 mol) was added dropwise. The reaction mixture was allowed to warm up to room temperature. After evaporation of most of the solvent, p- toluenesulfonic acid monohydrate (85 mg, 0.5 mmol) and toluene (25 ml_) were added. The mixture was heated to reflux with a Dean-Stark trap for 5 hours. After removal of solvent, the residue was taken up with a mixture of DMF and methanol and purified on a preparative HPLC [Waters XTerra Prep MS C8 OBD Column (5 mum, 30 x 50 mm) using a gradient mixture of 0.1 % aqueous TFA and acetonitrile]. 1H NMR (400 Hz, DMSO-c/e) delta 12.45 (s, 1 H), 8.43 (d, 1 H), 8.16 (s, 1 H), 8.11 (d, 1 H), 8.00 (d, 1 H), 7.88 (t, 1 H), 7.77 (t, 1 H), 7.65 (d, 1 H), 7.32 (d, 1 H), 7.09 (s, 1 H), 6.63 (d, 1 H), 3.73 (s, 3H); LC/MS (m/z) [M+1]+ 386.9 (calculated for C22Hi4N2O5, 386.1 )., 2346-26-1

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

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.152305-23-2,(S)-4-(4-Aminobenzyl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

2. (S)-4-(3-Iodo-4-aminobenzyl)-1.3-oxazolidin-2-one A solution of iodine monochloride (4.84 g, 29.8 mmol) in methanol (35 ml) was added dropwise to a stirred mixture of (S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one (5.2 g, 27.0 mmol) and calcium carbonate (5.42 g, 54.2 mmol) in methanol (1 15 ml), at -40¡ã C. The reaction was allowed to warm to room temperature and stir for 16 h. The solvent was removed under reduced pressure, the residue taken up into ethyl acetate (300 ml) and washed with 20percent aqueous sodium thiosulphate (100 ml). The organic layer was separated, washed with water (50 ml) and brine (50 ml), dried (Na2 SO4) and evaporated. The crude product was chromatographed on silica gel eluding with CH2 Cl2 /MeOH/98:2 to give the title-iodoaniline (3.88, 45percent), delta(250 MHz, D6 -DMSO) 2.55-2.60 (2H, m, CH2), 3.90-3.99 (2H, m, CH2 O), 4.19-4.28 (1H, m, CHNH), 5.09 (2H, s, NH2), 6.69 (1H, d, J=8.2 Hz, Ar-H,), 6.95 (1H, dd, J=1.9 and 8.2 Hz, Ar-H), 7.44 (1H, d, J=1.9 Hz, Ar-H). 7.74 (1H, s, NH).

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

Reference£º
Patent; Merck Sharp & Dohme Ltd.; US5854247; (1998); 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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

To a rapidly stirred solution of lithium chloride (510 mg, 12.030 mmol, 3.00 equiv.) and oxazolidine-2,4-dione (380 mg, 3.760 mmol, 1.00 equiv.) in THF (8 mL) under N2 atmosphere at -78 C. was added t-BuLi (7.5 mL, 12.00 mmol, 3.00 equiv) dropwise. The reaction mixture was stirred at -78 C. for 20 minutes then warmed up to 0 C. for 5 minutes. The mixture was recooled to -78 C. and a solution of 2-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-3-methylbutanal (400 mg, 1.186 mmol, 0.30 equiv.) in THF (4 mL) was added. The reaction was stirred at -78 C. for 30 minutes. The reaction was monitored by TLC. Saturated aq. NH4Cl was added and the mixture was extracted with EtOAc, and the combined organic layer. The organic layer was dried over Na2SO4 and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (DCM/MeOH=20:1) to yield 5-(2-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-1-hydroxy-3-methylbutyl)oxazolidine-2,4-dione as a white solid. Mass spectrum (ESI, m/z): Calculated for C24H23FN2O5, 439.2 (M+H), found 439.1., 2346-26-1

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

Reference£º
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (184 pag.)US2019/47960; (2019); A1;,
Oxazolidine – Wikipedia
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160695-26-1, (R)-4-Phenyl-3-propionyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation Example 2-1: (S)-t-butyl 2-((1R,2R)-1-hydroxy-2-methyl-3-oxo-3-((R)-2-oxo-4-phenyloxazolidin-3-yl)propyl)pyrrolidine-1-carboxylate (VI-1) [0060] [0061] To a solution of (R)-4-phenyl-3-propionyloxazolidin-2-one (605 mg, 2.7 mmol) in 8 mL of dichloromethane that was cooled to 0C, triethyl amine (0.5 mL, 3.7 mmol) was added. Then, dibutylboron triflate was added dropwise and stirred drops of dibutylboron triflate were added before stirring for 45 min. The resulting solution was cooled to -78C, added dropwise of a solution of the compound (IV-1) (500 mg, 2.5 mmol), obtained in Preparation Example 1-1, in 5 mL of dichloromethane, and stirred for 1 hr. Stirring was further conducted at 0C for an additional 1 hr, and at 20?25C for an additional 1 hr. [0062] The reaction was terminated with a phosphate buffer (pH 7.2, 3 mL) and 9 mL of methanol. The reaction mixture was cooled to 0C before a mixture of methanol: 33% hydrogen peroxide (2 : 1, 9 mL) was dropwise added thereto. It was stirred for 1 hr, and concentrated in a vacuum. The concentrate was dissolved in ether, washed with saturated sodium chloride, dried over anhydrous sodium sulfate, and concentrated in a vacuum to give a yellow oil. Recrystallization in ethyl acetate afforded the title compound as a white solid. 0.59 g (59%). MS (EI) m/z : 419 [M+H]+ 1H NMR (400 MHz, CDCl3): delta 1.10 (m, 3H), 1.39 (s, 9H), 1.67?1.84 (m, 7H), 3.01 (m, 1H), 3.67?3.81 (m, 3H), 4.14 (m, 1H), 4.70 (m, 1H), 5.03 (m, 1H), 5.43 (m, 1H), 7.26?7.41 (m, 5H)

160695-26-1, The synthetic route of 160695-26-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Celltrion, Inc.; PARK, Young Jun; JEONG, Jin-kyo; CHOI, Young Mi; LEE, Min Seob; CHOI, Joon hun; CHO, Eun Joo; SONG, Hyunnam; PARK, Sung Jun; LEE, Jong-hyoup; HONG, Seung Suh; EP2889287; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

80-65-9, 3-Aminooxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

80-65-9, General procedure: Following the addition of 4-(4-fluorophenoxy) butyric acid (0.71 g, 3.6 mmol) to 20 mL ofdichloromethane in a 50 mL three-necked round-bottom flask, thesolution was agitated until dissolution. Subsequently, EDCI (0.85 g,4.44 mmol) HOBt (0.6 g, 4.44 mmol) and triethylamine (0.84 g,9.25 mmol) were added in turn at 0 C. Stirring in an ice bath for 1 h,3-amino-2-oxazolidinone (0.37 g, 3.6 mmol) was added again. Thesolutionwas brought to 25 C and stirred overnight. Following TLC,the product was filtered by vacuum and dried under rotary evaporation.The product was a white solid weighing 0.51 g with a yieldof 50.2%.

80-65-9 3-Aminooxazolidin-2-one 65725, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Jiang, Kai; Yan, Xinlin; Yu, Jiahao; Xiao, Zijian; Wu, Hao; Zhao, Meihua; Yue, Yuandong; Zhou, Xiaoping; Xiao, Junhai; Lin, Feng; European Journal of Medicinal Chemistry; vol. 194; (2020);,
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, 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.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

497-25-6, Example 40: Synthesis of 4-{(3-chloro-5-trifluoromethyl-benzyl)-[5-(2-oxo-oxazolidin- 3-yl)-pyrimidin-2-yl]-amino}-2,6-diethyl-piperidine-1 -carboxylic acid isopropyl ester; A mixture of 4-[(5-bromo-pyrimidin-2-yl)-(3-chloro-5-trifluoromethyl-benzyl)-amino]- 2,6-diethyl-piperidine-1-carboxylic acid isopropyl ester (0.05 mmol, 30 mg), oxazolidin-2-one (0.05 mmol, 5 mg), cupper iodide (0.05 mmol, 10 mg), frans-cyclohexane-1 ,2-diamine (0.05 mmol, 6 mg) and potassium carbonate (0.1 mmol, 14 mg) in 1 ,4-dioxane (0.3 ml_) is allowed to warm to 110 0C and stirred for 19 hours. The mixture is cooled to room temperature and then added aq. ammonia. The mixture is extracted with CH2CI2. The combined organic layer is washed with brine, dried over Na2SO4, filtrated, and concentrated under reduced pressure. The obtained residue is purified by silica gel column chromatography (eluent: n- hexane / EtOAc) to give 4-{(3-chloro-5-trifluoromethyl-benzyl)-[5-(2-oxo-oxazolidin-3-yl)- pyrimidin-2-yl]-amino}-2,6-diethyl-piperidine-1-carboxylic acid isopropyl ester (26 mg, 87%); ESI-MS m/z: 598 [M+1]+, Retention time 2.44 min (condition A).

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

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2008/9435; (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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

To a rapidly stirred solution of lithium chloride (510 mg, 12.030 mmol, 3.00 equiv.) and oxazolidine-2,4-dione (380 mg, 3.760 mmol, 1.00 equiv.) in THF (8 mL) under N2 atmosphere at -78 C. was added t-BuLi (7.5 mL, 12.00 mmol, 3.00 equiv) dropwise. The reaction mixture was stirred at -78 C. for 20 minutes then warmed up to 0 C. for 5 minutes. The mixture was recooled to -78 C. and a solution of 2-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-3-methylbutanal (400 mg, 1.186 mmol, 0.30 equiv.) in THF (4 mL) was added. The reaction was stirred at -78 C. for 30 minutes. The reaction was monitored by TLC. Saturated aq. NH4Cl was added and the mixture was extracted with EtOAc, and the combined organic layer. The organic layer was dried over Na2SO4 and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (DCM/MeOH=20:1) to yield 5-(2-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-1-hydroxy-3-methylbutyl)oxazolidine-2,4-dione as a white solid. Mass spectrum (ESI, m/z): Calculated for C24H23FN2O5, 439.2 (M+H), found 439.1., 2346-26-1

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

Reference£º
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (181 pag.)US2019/47961; (2019); 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.695-53-4,5,5-Dimethyloxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

695-53-4, Example 81(3S,4S)-N-[3,5-bis(trifluoromethyl)benzyl]-1-[3-(5,5-dimethyl-2,4-dioxo-1,3-oxazolidin-3-yl)propanoyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide(step 1)A solution of 5,5-dimethyloxazolidine-2,4-dione (1.0 g) and benzyl acrylate (5.18 g) in a mixture of pyridine (38.8 mL) and water (7.8 mL) was refluxed under heating for 19 hr, and the mixture was stirred at room temperature for 3 days. The reaction mixture was poured into water, and the resultant product was extracted with ethyl acetate. The organic layer was washed with aqueous citric acid solution and water and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10% ethyl acetate/hexane) to give benzyl 3-(5,5-dimethyl-2,4-dioxo-1,3-oxazolidin-3-yl)propanoate (2.84 g, 100%) as a colorless oil.1H-NMR (300 MHz, CDCl3):delta 1.51 (6H, s), 2.75 (2H, t, J=6.8 Hz), 3.85 (2H, d, J=6.8 Hz), 5.10 (2H, s), 7.31-7.39 (5H, m)

695-53-4 5,5-Dimethyloxazolidine-2,4-dione 3081, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Shirai, Junya; Morimoto, Shinji; Sugiyama, Hideyuki; Sakauchi, Nobuki; Yoshikawa, Takeshi; US2008/275085; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

452339-73-0,452339-73-0, (R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 50 mL three-necked flask, Replace the nitrogen three times, 0 C, To a solution of compound 1-16 (110 mg, 0,4 mmol) in N, N-dimethylformamide (5 mL) was added potassium tert-butoxide (50 mg, 0.44 mmol) Stirring for 1 hour, Compound 1-6 (20011 ^, 0.6611111101) was added, The reaction was allowed to proceed at room temperature for 5 hours. Ethyl acetate (501 ^), Followed by extraction with water (501 ^) and saturated brine (50 mL). Organic phase dry, filter, concentrate. Silica gel plate (ethyl acetate / petroleum ether = 1/2) to give 100 mg of product as a pale yellow oil.

As the paragraph descriping shows that 452339-73-0 is playing an increasingly important role.

Reference£º
Patent; Yifang Bio-technology (Shanghai) Co., Ltd.; Dai Xing; Jiang Yueheng; Wang Yaolin; (21 pag.)CN107188813; (2017); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem