Month: October 2020

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

108149-63-9, (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme 21Dibenzyl diisopropylphosphoramidite (1.067 mL, 3.24 mmol) is added to te/ -butyl (4S)-4- (hydroxymethyl)-2,2-dimethyl-1 ,3-oxazolidine-3-carboxylate (0.5 g, 2.162 mmol) (106) [prepared from D-serine as described for the enantiomer in Organic Syntheses, Coll. Vol. 10, p. 320 (2004) and Vol. 77, p. 64 (2000)] and 1H-tetrazole (0.454 g, 6.49 mmol) in CH3CN (10 mL) and the mixture stirred for 1 h. The solvent is evaporated and the residue flash chromatographed (EtOAc-hexanes, 1 :9 v/v) to give tert-butyl (4R)-4- ({[bis(benzyloxy)phosphanyl]oxy}methyl)-2,2-dimethyl-1 ,3-oxazolidine-3-carboxylate as a colourless oil. This is dissolved in CH2CI2 (10 mL) cooled in ice-water and MCPBA (m- chloroperoxybenzoic acid) (0.995 g, 4.32 mmol) added and stirred for 30 min. The mixture is diluted with CH2CI2 (50 mL) and washed with sat. aq. Na2S03, sat. aq. NaHC03 (3x) then brine, dried and the solvent evaporated. The residue is flash chromatographed (DCM-hexanes-EtOAc, 4:3:1 v/v/v) to give terf-butyl (4R)-4- ({[bis(benzyloxy)phosphoryl]oxy}methyl)-2,2-dimethyl-1 ,3-oxazolidine-3-carboxylate(107) as a colourless oil (0.816 g, 77%). [a]^2 +21.5 (c 0.57, CHCI3). 1H NMR (500 MHz, CDCI3) 7.34 (s, 10H), 5.08-5.00 (m, 4H), 4.22-4.16 (m, 0.5H), 4.13-4.06 (m, 1 H), 3.97- 3.83 (m, 3H), 3.77 (q, J = 8.6, 0.5H), 1.52-1.41 (m, 15H). 13C NMR (125.7 MHz) 152.1 , 151.4 (C), 135.7 (C), 128.6 (CH), 127.9 (CH), 94.1 , 93.6 (C), 80.6, 80.3 (C), 69.4 (CH2j, 65.7, 65.3 (CH2), 64.8, 64.6 (CH2), 56.6, 56.5, 56.32, 56.26 (CH), 28.3 (CH3), 27.4, 24.3 (CH3), 26.6, 23.0 (CH3). Referenced to the centre line of CDCI3 at delta 77.0. 31 P NMR (202.3 MHz, CDCI3) -1.0 (s), -1.1 (s). ESI-HRMS for C25H34NNa07P [M+Na]+ calcd 514.1971 ; found 514.1968. The NMR spectra indicated (107) is a ~1 :1 mixture of conformational isomers., 108149-63-9

108149-63-9 (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 11053464, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; INDUSTRIAL RESEARCH LIMITED; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; CLINCH, Keith; CRUMP, Douglas Ronald; EVANS, Gary Brian; HAZLETON, Keith Zachary; MASON, Jennifer Mary; SCHRAMM, Vern L.; TYLER, Peter Charles; WO2012/150866; (2012); 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.184363-66-4,(S)-4-Phenyl-3-propionyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: (S) -4-benzyl-3-propionyloxazolidinone (16.5 g, 1.1 eq)Was dissolved in 40 ml of dichloromethane, cooled to 0 C,A solution of titanium tetrachloride (14 g, 1.1 eq) in dichloromethane was added dropwise,After the drop, keep stirring below 0 C for 10 min.Diisopropylethylamine (9.7 g, 1.1 eq) was added dropwise,After the drop, keep stirring below 0 C for 30 min. The compound (II-b) (30 g, 1 equiv)Dissolved in methylene chloride, added dropwise to the reaction system,After the dropwise addition, the mixture was stirred at 20 to 25 C for 10 hours.To the reaction system, an aqueous solution of saturated ammonium chloride was added,Extracted with dichloromethane, and the resulting organic phases were washed with water and water, respectivelyWashed with saturated brine and dried over anhydrous sodium sulfate.The solvent was removed by evaporation under reduced pressure to give the crude product. The crude product was purified by column chromatography,To give the title compound (IV-a) (33.9 g, yield 91%).HPLC detection, no enantiomeric detection, that is, chiral purity of 100%., 184363-66-4

184363-66-4 (S)-4-Phenyl-3-propionyloxazolidin-2-one 226270, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Zhejiang Yongning Pharmaceutical Co., Ltd.; Ye Tianjian; Lu Xiuwei; Yu Guangliang; Liu Ting; (14 pag.)CN105085322; (2017); B;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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

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%.

As the paragraph descriping shows that 80-65-9 is playing an increasingly important role.

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
Oxazolidine | C3H7NO – PubChem

90719-32-7, (S)-4-Benzyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

90719-32-7, Dissolve 20 g (0.123 mol) of (S)-4-benzyl-2-oxazolidinone in 200 ml of dichloromethane.25.6 ml (0.184 mol) of triethylamine and 0.45 g (0.0037 mol) are added4-dimethylaminopyridine.Add dropwise at 0 C in an ice bath (15.4 g, 0.15 mol)Crotonoyl chloride.Keep stirring at 0 C. for 3 h. TLC showed that the starting material had disappeared. Dichloromethane and water were added. The organic layer was separated, dried, concentrated, and chromatographed on silica gel to give Intermediate (I), 26.8 g, Yield: 89%,

The synthetic route of 90719-32-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhong Guifa; Wu Yiwu; Lan Xiaobing; (12 pag.)CN107459501; (2017); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

1121-83-1, 5,5-Dimethyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 3-iodo-N-(3,4,5-trifluorophenyl)-4,5,6,7-tetrahydropyrazolo[l,5- a]pyridine-5-carboxamide (compound lh, 100 mg, 0.24 mmol), 5,5-dimethyloxazolidin-2-one (41 mg, 0.36 mmol), irara-A.N’-dimethylcyclohexane-l-diamine (3 mg, 0.024 mmol) and Cul (45 mg, 0.24 mmol) in DMSO (3 mL) was added K2C03 (131 mg, 0.95 mmol). The reaction mixture was stirred at 80 C for 12 hours, and then partitioned between EtOAc (50 mL) and water (50 mL). The organic layer was washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue was purified by prep-HPLC to give 3-(5,5- dimethyl-2-oxo-oxazolidin-3-yl)-N-(3,4,5-trifluorophenyl)-4,5,6,7-tetrahydropyrazolo[l,5- a]pyridine-5-carboxamide (Example 2, 62 mg) as a white solid. 1H NMR (400 MHz, CDC13) delta 8.94 (br. s., 1H), 7.37 – 7.48 (m, 3 H), 4.04 – 4.20 (m, 2 H), 3.79 (d, 1H), 3.64 (d, 1H), 3.34 (dd, 1H), 2.89 – 3.04 (m, 2 H), 2.58 – 2.70 (m, 1H), 2.20 – 2.33 (m, 1H), 1.61 (s, 6 H). MS obsd. (ESI+) [(M+H)+]: 409.

1121-83-1, 1121-83-1 5,5-Dimethyloxazolidin-2-one 136892, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HU, Taishan; SHEN, Hong; HAN, Xingchun; (45 pag.)WO2018/11100; (2018); A1;,
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

A mixture of (5S)-5-(chloromethyl)-l,3-oxazolidin-2-one (2.15 g, INTERMEDIATE 4), 2- bromo-5-chloropyridine (3.05 g), cesium carbonate (20.67 g), bispalladium tribenzylideneacetone (2.18 g) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (2.07 g) in 16 ml of dioxane was stirred at 850C for 12 h. The sample was then cooled to room temperature, and purified was purified via column chromatography (2x) on a Biotage Horizon 65i column eluting with 0% ethyl acetate in hexanes (1 column volumes), followed by a gradient to 60% ethyl acetate in hexanes (over 10 column volumes), and held at 60% ethyl acetate for 4 column volumes to provide the title compound (2.44 g, 61%).

169048-83-3, The synthetic route of 169048-83-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2008/156718; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem