Heterocyclic Building Blocks-Oxazolidine

695-53-4,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.

To 14 g of Exemplified compound (12B) in 150 ml of methylene chloride solution, 3.2 g of bromine in 20 ml of methylene chloride solution was added dropwise, while the mixture was cooled on ice. After stirring was continued at room temperature for 30 minutes, water was added to the resulting mixture. The aqueous phase was separated. The organic phase was dried with magnesium sulfate anhydride, and then condensed by vacuum distillation. 20 ml of N,N-dimethylacetoamide was added to the residue. The resulting liquid was added dropwise to 7.7 g of 5,5-dimethyloxazolidine-2,4-dione and 8.3 ml of triethylamine in 100 ml of N,N-dimethylacetoamide solution, while the mixture was cooled on ice. Then, the mixture was stirred at room temperature for 2 hours. Ethyl acetate and water were added to the reaction mixture. The aqueous phase was separated. The organic phase was washed with 1N-aqueous solution of potassium carbonate and 1N-aqueous hydrochloric acid solution and saturated brine. The organic phase was dried with magnesium sulfate anhydride, and then condensed by vacuum distillation. The residue was crystallized from a mixed solvent of ethyl acetate and hexane to obtain 14 g of Exemplified compound (16B).

The synthetic route of 695-53-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FUJIFILM Corporation; US7365199; (2008); B2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 500 ml three-necked flask, 20 g (0.122 mol, leq.) Of the (s) -4-phenyl-2-oxazolone raw material and tolueneWas cooled to between 0 and 10 C, and 22 g (0.146 piomicron1, 1.2 eq.) Of t-butyldimethylchlorosilane was added and maintained at 0 toL0 C for 30 minutes under stirring, diisopropylethylamine 19.6g (0.152mall, 1.25eq.), Dropping the process to control the material temperatureAfter 0-10 C, the mixture was stirred at 0-10 C for 2 hours until the (S) -4-phenyl-2-oxazolone was subjected to TLCThe reaction was completed (TLC conditions: petroleum ether / ethyl acetate = 2/1). Then 36.7 g monoethyl malonate chloride was added(0.244piomicron1,2 eq.), Dropping process control the material temperature between 0 ~ 10 C, after the completion of the drop by adding 0.32g anhydrous fourButyl ammonium fluoride (TBAF, 1.2 O1, O. Oleq.) Was added and the reaction was stirred at room temperature for 2-5 hours. After completion of the reaction, the reaction solution was addedPoured into 200 ml of ice water and stirred at room temperature for 30 minutes. The organic phase was separated and the organic phase was washed with 10% sodium carbonate solution,The organic phase was evaporated to dryness to give a crude product. To the crude product isopropyl alcohol l0ml, stirring at 10 ~ 15 C 2 small, And dried to obtain 31.4 g of a product compound in a yield of 93%., 99395-88-7

99395-88-7 (S)-4-Phenyloxazolidin-2-one 730424, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Zhangjiagang Hengsheng Pharmaceutical Co Ltd; Ding, Zunliang; Wang, Xilin; Wu, Haufeng; Zhang, Qingyun; (15 pag.)CN105524010; (2016); 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.90319-52-1,(R)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

A solution of methyl fumarate (8) (2.66 g, 20.4 mmol) and pivaloyl chloride (2.70 g, 2.76 mL, 22.5 mmol) in THF (40 mL) was cooled to ?20 ¡ãC.? Triethylamine (4.13 g, 5.68 mL, 40.8 mmol) was added dropwise, and the mixture was stirred 1.5 h at ?20 ¡ãC.? The cooling bath was removed, and the solution was allowed to warm to room temperature.? Solid LiCl (0.953 g, 22.5 mmol) and (R)-phenyl-oxazolidone 9 (5.00 g, 30.6 mmol) were added portionwise, and the reaction was stirred 12 h. H2O (10 mL) and ethyl acetate (50 mL) were added. The layers were separated, and the aqueous layer was extracted with ethyl acetate (2 x 10 mL).? The combined organic layers were washed with 1 M HCl (1 x 25 mL), saturated Na2CO3 (2 x 50 mL), saturated brine (1 x 50 mL), dried (Na2SO4), and concentrated under reduced pressure.? The crude product was purified by flash chromatography, eluting with hexanes/ethyl acetate (3:1) to provide 4.38 g (78percent) of the chiral methyl fumarate 7 as a white solid: mp 92-94 ¡ãC; 1H NMR (400 MHz) delta 8.17 (d, J = 15.7 Hz, 1 H), 7.43 (comp, 5 H), 6.87 (d, J = 15.7, 1 H), 5.50 (dd, J = 4.0, 8.9 Hz, 1 H), 4.76 (t, J = 8.9 Hz, 1 H), 4.36 (dd, J = 4.0, 8.9 Hz, 1 H), 3.81 (s, 3 H); 13C NMR (100 MHz) delta 165.1, 163.1, 153.2, 138.2, 133.8, 132.2, 129.1, 128.8, 125.9, 70.2, 57.7, 52.2; IR (neat) 1780, 1727, 1690, 1387, 1341, 1306, 1279, 1196 cm-1; mass spectrum (CI) m/z 275.0869 [C14H13NO5 (M+1) requires 275.0794]., 90319-52-1

The synthetic route of 90319-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hethcox, J. Caleb; Shanahan, Charles S.; Martin, Stephen F.; Tetrahedron Letters; vol. 54; 16; (2013); p. 2074 – 2076;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

In anhydrous and oxygen-free environment, 36g of 4-[2-(4-fluoro-phenyl)-[1,3]dithiacyclolan-2-yl]-butyric acid (IV) was added and 300ml of dichloromethane was added. Add 50ml triethylamine,A mixture of 20 ml of pivaloyl chloride and 50 ml of tetrahydrofuran was added dropwise at a temperature of -20C to -10C and reacted for 2 hours. Add 6.4g of anhydrous lithium chloride and stir for 2 hours.27g 4-phenyl-2-oxazolidone was added and the reaction mixture was stirred for 5-7 h, extracted,Crystalline Intermediate VI, yield 96.1%., 99395-88-7

The synthetic route of 99395-88-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong New Age Pharmaceutical Co., Ltd.; Zhang Guimin; Zang Chao; Xia Mingjun; (15 pag.)CN107488138; (2017); 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.90319-52-1,(R)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

To a solution of Preparation 4H (1.4 g, 4.8 mmol) in THF (15 mL) was added NEt3 (1.3 mL, 9.6 mmol). The reaction mixture was cooled to 0 ¡ãC and trimethylacetyl chloride (0.7 13 mL, 5.8 mmol) was added dropwise and the resulting solution stirred for 30 mm at 0 ¡ãC. In a separate flask, (R)-4-phenyloxazolidin-2-one (3, 1.01 g, 6.24 mmol) in THF (45 mL) at 0 ¡ãC was treated with 1 M LiHMDS solution in THF (dropwise addition of 6.24 mL, 6.24 mmol) and stirred at 0¡ãC. The lithiate was added via cannula to the first flask. The reaction mixture was allowed to warm to rt and was stirred for 3 hours. LC/MS indicated the complete consumption of the starting carboxylic acid and formation of the desired imide. The reaction mixture was poured onto saturated aqueous ammonium chloride (50 mL) and the layers were separated. The aqueous layer was extracted with EtOAc (3 x 50 mL). The combined organic extracts were dried over anhydrous sodium sulfate and chromatographed on silica using EtOAc/Hexanes 0 to 100percent 0 + 1gradient to give Preparation 41 as a white foam in 83/0 yield. m/z (M+H) = 433.3. H-NMR (400MHz; CDC13): oe 8.80 (d, J= 4.5 Hz, 1H), 8.11 (dd, J= 9.1, 5.7 Hz, 1H), 7.63 (dd, J 10.5, 2.5Hz, 1H), 7.48-7.43 (m, 1H), 7.40-7.30 (m, 6H), 5.47-5.44 (m, 1H), 4.71 (t, J 8.9 Hz, 1H), 4.31-4.28 (m, 1H), 3.20-3.11 (m, 3H), 2.49-2.46 (m, 1H), 1.82-1.67 (m, 6H)., 90319-52-1

90319-52-1 (R)-4-Phenyloxazolidin-2-one 730425, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Emily, Charlotte; SHAN, Weifang; ZHANG, Liping; WILLIAMS, David, K.; GUO, Weiwei; HUANG, Audris; BALOG, James, Aaron; (72 pag.)WO2017/192844; (2017); 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.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

To a solution of (4S)-phenyl-2-oxazolidinone (400 mg, 2.45 mmol) in DMF (5 mL) at 0 C. was added NaH (60% in mineral oil, 117 mg, 2.94 mmol), and the reaction mixture was stirred for 5 min. Benzyl-2-bromoacetate (737 muL, 4.65 mmol) was added and the reaction mixture was stirred at 23 C. for 17 h. The reaction mixture was partitioned between 1.0 N HCl (100 mL) and ethyl acetate (200 mL). The organic layer was washed with saturated aqueous NaHCO3 (100 mL), brine (100 mL), dried over Na2SO4, and concentrated in vacuo to yield a brown oil that was purified by silica gel column chromatography (0-50% EtOAc in hexanes) to yield (2-oxo-[4S]-phenyloxazolidin-3-yl) acetic acid benzyl ester (635 mg, 83%)., 99395-88-7

As the paragraph descriping shows that 99395-88-7 is playing an increasingly important role.

Reference£º
Patent; VICURON PHARMACEUTICALS INC.; US2006/211603; (2006); 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.145589-03-3,(R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

THE 3 (S)-ISOPROPYL-5 (S)-1(S)-AZIDO-3 (S)-ISOPROPYL-4-OXO-butyl-tetrahydrofuran-2-one used in step d) is prepared as follows: g) 2 (S), 7 (S) -Diisopropyl-oct-4-ene-dicarboxylic acid [bis (4 (S) -benzyl-oxazolidin-2-one)]-amide 48 ml of a 1.0 M solution of lithium hexamethyldisilazide in tetrahydrofuran are added dropwise, with stirring, AT-75C,] within a period of one hour, to a solution of 11.5 g of 4 (S)- benzyl-3-isovaleroyl-oxazolidin-2-one in 32 ml of tetrahydrofuran. The mixture is stirred further for 2 hours at- [75C] and for 20 minutes [AT-20C,] and there are then added thereto 10 ml of 1, 3-dimethyl-3,4, 5,6-TETRAHYDRO-2- (1H)-pyrimidone (DMPU) and, within a period of 45 minutes, a solution of 4.28 g of 1, 4-dibromo-2-butene in 10 ml of tetrahydrofuran. The reaction mixture is stirred for a further 15 hours AT-20C and is then brought to [0C] within a period of one hour; 10 ml of saturated ammonium chloride solution are then added thereto at- [20C] and, after 15 minutes, the mixture is brought to room temperature. The reaction mixture is then partitioned between dichloromethane and saturated sodium chloride solution/water=1 : 1. The organic phases are combined, dried over sodium sulfate and concentrated by evaporation, and the residue is purified by means of FC (hexane/ethyl acetate=4: 1), yielding the title compound: Rf (hexane/ethyl acetate=4: 1) =0.30 ; HPLC Rt =21.6 minutes; FAB-MS (M+H) [+] =575; m. p. [=110-111C.], 145589-03-3

As the paragraph descriping shows that 145589-03-3 is playing an increasingly important role.

Reference£º
Patent; ELAN PHARMACEUTICALS, INC.; WO2003/103653; (2003); 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.90319-52-1,(R)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

Example 11 (R,E)-3-(3-(3-methoxy)phenyl)acryloyl)-4-phenyl oxazolidin-2-one The 4R-phenyl-2-oxazolidinone (5.6 g, 34.4 mmol) was placed in a three-necked flask, after it was purged with nitrogen, tetrahydrofuran was added and it was cooled to -78¡ã C., then n-butyl lithium (1.6M, 22 ml, 35.4 mmol) was added dropwise, and the reaction was carried out for 30 minutes. After a solution of m-methoxy cinnamoyl chloride (10.3 g, 37.8 mmol) in tetrahydrofuran was added dropwise, the reaction was continued for 30 minutes, then it was slowly raised to 0¡ã C., the reaction was continued for 2 hours and quenched with saturated ammonium chloride solution. The mixture was concentrated to remove tetrahydrofuran and extracted with ethyl acetate 3 times, then the organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, concentrated, and recrystallized with petroleum ether and ethyl acetate to give a white solid 10.3 g, yield: 92percent. 1HNMR (300 MHz, CDCl3): delta 8.0 (1H, d, J=15.3), 7.8 (1H, d, J=15.7), 7.2-7.4 (6H, m), 7.1-7.2 (2H, m), 7.0 (1H, d, J=8.6), 5.6 (1H, dd, J=4.0, 9.0), 4.8 (1H, t, J=8.8, 17.5), 4.3 (1H, dd, J=4.0, 8.8), 3.8 (3H, s). ESI-MS: 346.3 (M+Na)., 90319-52-1

The synthetic route of 90319-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhang, Qiang; Zhang, Rongxia; Tian, Guanghui; Li, Jianfeng; Zhu, Fuqiang; Jiang, Xiangrui; Shen, Jingshan; US2014/46074; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : To a 1 liter flask were added 39.21 grams (0.116 mol) compound L-1 (Z configuration), 300 ml of tetrahydrofuran and 19.0 ml (0.14ml) of isobutyl chloroformate. Then, 19.3 ml (0.14mmol) of triethylamine was added dropwise therein at a temperature of about -60C. After the addition, the mixture was warmed up to room temperature and the reaction lasted 30 minutes. The residue was filtered to obtain the mixed anhydride in tetrahydrofuran solution for further use. Step 2: To a 3 liter flask were added 22.69 grams (0.14ml) (S)-4-phenyl-2-oxazolidone and 0.6 liter of tetrahydrofuran . Then, 69.6 ml (2mol/L) of sodium bis(trimethylsilyl)amide was added dropwise therein at about -25C. The reaction lasted 30 minutes. Then, the tetrahydrofuran solution of mixed anhydride obtained from step 1 was added dropwise therein. After the addition, the mixture was warmed up to room temperature and the reaction lasted 1 hour. The residue was extracted 3 times with ethyl acetate (150 mlx3). The organic phases were combined, washed 3 times with brine, dried over anhydrous sodium sulfate and concentrated till dry to obtain 47.62 grams (0.10 mol) of compound III-1 (Z configuration), with the yield of 85%. 1H NMR (400 MHz, CDCl3) : delta 0.05 (s, 6 H, 2¡Á-CH3), 0.86 (s, 9 H, 3¡Á-CH3), 2.59-2.64 (m, 2 H, -CH2-), 3.13-3.18 (m, 2 H, -CH2-), 4.32-4.35 (m, 1 H, -CH2-), 4.52 (s, 2 H, -CH2-), 4.74 (t, 1 H, J = 8.8 Hz, -CH2-), 5.47-5.49 (m, 1 H, -CH-), 5.74 (t, 1 H, J = 7.5 Hz, -CH-), 6.99-7.03 (m, 2 H, Cpr-H), 7.31-7.41 (m, 7 H, Cpr-H); MS (m/z): 506 [M+Na]., 99395-88-7

As the paragraph descriping shows that 99395-88-7 is playing an increasingly important role.

Reference£º
Patent; Zhejiang Hisun Pharmaceutical Co. Ltd.; EP2465847; (2012); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

145589-03-3, (R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(iii) A 1.6M solution of butyllithium in hexane (93.9 ml) was added dropwise over 30 minutes to a stirred solution of diisopropylamine (21.9 ml) in dry tetrahydrofuran (THF) (200 ml) at 0 C. under an atmosphere of argon. The temperature was maintained at 0 C. for 30 minutes and then the solution was cooled to -40 C. A solution of (4S)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one (31.3 g) (obtained as described in Tetrahedron. 1987, 44, 5525) in dry THF (70 ml) was added dropwise over 30 minutes. The solution was kept at -40 C. for 30 minutes and then the temperature was allowed to rise to 0 C. A solution of iodide (C) (39.0 g) in dry THF (75 ml) was added dropwise over 30 minutes, and then the solution was stirred at 0 C. for 1 hour. Saturated sodium chloride solution (250 ml) was added and the mixture was extracted with ether (3*250 ml). The extracts were washed with saturated sodium chloride solution (2*250 ml) and dried (MgSO4). The solvent was removed by evaporation and the residue was purified by flash chromatography, eluding with ethyl acetate/hexane (8:92 v/v), to give (4s)-4-benzyl-3-[(2S,4E)-6-cyclohexyl-2-isopropylhex-4-enoyl]oxazolidin-2-one (A) (34.5 g) as a clear oil; NMR: 0.8 -1.2(complex m, 12H), 1.6(m, 6H), 1.85(t, 1H), 2.0(m, 2H), 2.35(m, 2H), 2.6(m, 1H), 3.3(dt, 1H), 3.8(m, 1H), 4.1(d, 1H), 4.7(m, 1H), 5.4(m, 2H), 7.3(m, 5H); mass spectrum (+ve FAB), 398 (M+H+); 22 [alpha]436 +45.8 (c, 1.04, CHCl3).

145589-03-3, The synthetic route of 145589-03-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Imperial Chemical Industries PLC; US5254697; (1993); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem