Day: October 28, 2020

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

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

Example 1 Preparation of cis-2(S),7(S)-diisopropyl-octe-4-enedioic acid (IIb) from VIIIa To a solution of 4(S)-benzyl-3-isovaleroyl-oxazolidin-2-one (12 g, THL 2000, 41, 10085), dissolved in THF (80 ml), under inert atmosphere cooled to -70 C. 1M-solution of lithium hexamethyldisilazide in toluene (LiHMDS, 50 ml) was slowly added dropwise under stirring at -70 C. within a period of ca. 1 hr. After stirring at the same temperature for 1 hr the reaction mixture was wormed to 0 C., then again cooled down to -70 C. and cis-1,4-dibromo-but-2-ene (4.5 g) in THF (10 ml) was slowly added, the reaction mixture shortly stirred at -70 C., then warmed to it and stirred for 7 hrs and finally poured on mixture of ice water and saturated sodium chloride solution (400 ml, 1:1). The aqueous phase was extracted 3 times with ethylacetate (3*200 ml), the combined organic phases washed once with saturated sodium bicarbonate solution (200 ml), dried with sodium sulphate, filtered and the filtrate evaporated under vacuum providing compound (IIa) as cis-2(S),7(S)-diisopropyl-oct-4-enedioic acid [bis((4(S)-benzyl-oxazolidin-2-one)]amide as a single diastereomer: crude 9.2 g (77% isolated yield) as a yellow semi crystalline oil. To stirred solution of the crude compound (IIa) (9.2 g), dissolved in a mixture of THF (100 ml) and water (30 ml), at 0 C. 35% aqueous hydrogen peroxide (30 ml) followed by 5 M aqueous solution of LiOH (70 ml) were added. After stirring for 1 hr at 0 C. the solution was warmed to rt and stirred over night. After addition of 0.5 M aqueous solution of Na2SO3 (70 ml) and water (70 ml) the aqueous phase was washed 3 times with MTBE to recover the chiral auxiliary. The aqueous phase was then acidified with conc.-HCl to pH 1, extracted 3 times with MTBE (3*200 ml), the combined organic phases dried over MgSO4, filtered and the filtrate concentrated under reduced pressure providing the title compound (IIb) (cis-2(S),7(S)-2,7-diisopropyloct-4-enedioic acid) as a single diastereomer as white crystals crude 3.9 g (95% isolated yield): Anal. calculated for C14H24O4: C, 65.60; H, 9.44; O 24.97. Found: C, 65.53; H, 9.38; O 24.88., 145589-03-3

145589-03-3 (R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one 11391340, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; CarboDesign LLC; US2011/137047; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

90319-52-1, (R)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[003491 Step A: Preparation of (R)-3-cinnamoyl-4-phenyloxazolidin-2-one: A THF (50 mE) solution of (R)-4-phenyloxazolidin-2-one (5.90 g, 36.2 mmol) was cooled to -78 ¡ãC and treated with lithium bis(trimethylsilyl)amide (36.9 mL, 36.9 mmol, 1.0 M in THF) dropwise. over 15 minutes. After 15-minute stirring at -78 ¡ãC, a THF (10 mE) solution of cinnamoyl chloride (6.33 g, 38.0 mmol) was introduced. The mixture was stirred for 1 hour at -78 ¡ãC and 2 hours at ambient temperature before it was quenched with saturated NaHCO3 (50 mL) and stirred for 1 hour. The mixture was diluted with EtOAc (200 mL), washed with water and brine, dried over MgSO4, filtered and concentrated to give the product as a pale yellow solid (10.6 g, 99.9percent yield). MS (apci) mlz = 293.9 (M+H).

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; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven Wade; BLAKE, James F.; BRANDHUBER, Barbara J.; JIANG, Yutong; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78372; (2014); 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.

To a solution of 5.6 g of N-isovaleroyl-(S)-4-benzyl-oxazolidin-2-one in 12 ml of toluene are added, at 00C, first of all 23.5 ml of a 1 -molar solution of bis-trimethylsilyl-lithium amide in tetrahydrofuran, then 5.7 g of dimethylpropylene urea. The solution obtained is added dropwise at 00C to a solution of 6 g of trans -1 ,4-dibromobut-2-ene in 10 ml of toluene. After stirring, the mixture is acidified with diluted hydrochloric acid, separated, and the organic solution concentrated. The crude product is purified by chromatography on a column of silica gel (eluant: hexane/ethyl acetate 85:15)., 145589-03-3

145589-03-3 (R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one 11391340, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/6532; (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.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

Example 21 (S,E)-3-(pent-2-enoyl)-4-phenyl oxazolidin-2-one The 4S-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 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 that, a solution of 2-pentenoyl chloride (4.2 g, 35.5 mmol) in tetrahydrofuran was added dropwise, and the reaction was continued for 30 minutes, then it was slowly raised to 0 C., the reaction was continued for 2 hours and quenched with saturated ammonium chloride solution. The reaction solution was then 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 8 g, yield: 95%. 1HNMR (300 MHz, CDCl3): delta 7.3-7.4 (5H, m), 7.1-7.2 (1H, m), 6.9-7.1 (1H, m), 5.5 (1H, dd, J=4.2, 19.0), 4.8 (1H, t, J=9.6, 18.7), 4.2 (1H, dd, J=3.7, 18.9), 2.2 (2H, m), 1.0 (3H, t, J=7.4, 14.9). ESI-MS: 246.4 (M+H)., 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; Zhang, Qiang; Zhang, Rongxia; Tian, Guanghui; Li, Jianfeng; Zhu, Fuqiang; Jiang, Xiangrui; Shen, Jingshan; US2014/46074; (2014); 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.

(R) -4-phenyl-2-oxazolidinone (16.3 g,1 eq.) Was dissolved in 180 ml of dichloromethane,A mixture of triethylamine (15.2 g, 1.5 equiv) was added with stirring at 0 ¡ã C,4-dimethylaminopyridine (DMAP) (366 mg, 0.03 equiv)Subsequently, propionyl chloride (9.2 g, 1 equivalent) was added dropwise, and the mixture was stirred at 0 ¡ã C for 1 hour,Add methylene chloride diluted, washed with water, saturated sodium bicarbonate,The organic phase was dried over anhydrous sodium sulfate. The solvent was removed by evaporation under reduced pressure,Get the crude product. The crude product was purified by column chromatography,To give the title compound (III-a) (20.1 g, yield 92percent).

90319-52-1, As the paragraph descriping shows that 90319-52-1 is playing an increasingly important role.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108149-60-6,(S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine,as a common compound, the synthetic route is as follows.

(R)-2,2-dimethyl-oxazolidin-3,4-dicarboxylic acid 3-t-butyl ester 4-methyl ester (11.4 g, 44.0 mmol) obtained in Step A was dissolved in dichloromethane (100 ml), to which was added diisopropyl aluminum hydride (1.5M toluene, 66 ml) at -78 C. While heating to room temperature, the mixture was stirred for 18 hours. After completion of the reaction, methanol (20 ml) and sodium hydroxide solution (1 N, 200 ml) were slowly added thereto, and the organic material was extracted with dichloromethane and dried with anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography to give the title compound (9.7 g, 95%).

108149-60-6, The synthetic route of 108149-60-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LG LIFE SCIENCES LTD.; PARK, Heui Sul; KOO, Sun Young; KIM, Hyoung Jin; LEE, Sung Bae; KWAK, Hyo Shin; ARTEMOV, Vasily; KIM, Soon Ha; (23 pag.)US2016/200709; (2016); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem