Day: November 2, 2020

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

Intermediate 15: [(R)-4-BENZVL-3- (2-HYDROXYMETHYL-3-METHVL-BUTANOYL)-OXAZOLIDINONE] [4-BENZYL-3- (3-METHYLBUTANOYL)-OXAZOLIDINONE] (14) * (26. 1g, 0.1mol) was stirred in dry [DICHLOROMETHANE (400ML)] at [0C] under nitrogen as titanium tetrachloride (1. 0M solution in dichloromethane, 105ml, 0. [105MOL)] was added and the mixture, which contained a yellow precipitate, was stirred a further 15 minutes then [DIISOPROPYLETHYLAMINE (19ML, 0. 11MOL)] was added dropwise, maintaining the temperature below [5C.] The resulting purple solution was stirred for 75 minutes then 1,3, 5-trioxane (9.9g, [0.] 11mol) in [DICHLOROMETHANE] (60ml) was added, and after a further 10 minutes, titanium tetrachloride (1. [OM] in DCM, 105ml, 0. [105MOL)] was added. The mixture was stirred for 2.5 hours at [0C] then quenched by the addition of saturated ammonium chloride (500ml). Water (100ml) and [DICHLOROMETHANE] [(100ML)] were added, the aqueous phase extracted with a further 2 x [100ML DICHLOROMETHANE,] the combined organics dried over [NA2SO4] and evaporated. Recrystallisation from 30% [DICHLOROMETHANE/PETROLEUM] gave 18.7g (64%) of the title compound as a white solid. LCMS RT=2.94minutes [MH+ 292], 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; GLAXO GROUP LIMITED; WO2003/104200; (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.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

To a solution of 69.0 g (615 mmol) of 5-hexynoic acid and 214 mL (1540 mmol) of triethylamine in 1.0 L of anhydrous tetrahydrofuran at -25C under an atmosphere of nitrogen was added 83.0 mL (677 mmol) of trimethylacetyl chloride over 20 min. Upon addition a white precipitate formed and the resulting suspension was stirred for 2 h. Next, 28.7 g (677 mmol) of anhydrous lithium chloride and 100.0 g (615.0 mmol) of (45)-4-phenyl-l,3-oxazolidin-2-one were added sequentially and the mixture was allowed to gradually warm to ambient temperature over 12 h. All volatiles were removed in vacuo and the residue was diluted with water (1 L) and extracted with ethyl acetate (3 x 300 mL). The combined organic layers were washed with brine (250 mL), dried over magnesium sulfate, filtered and concentrated in vacuo. The crude residue was purified by silica gel chromatography eluting with a 5-50% ethyl acetate in hexanes gradient to afford the title compound as a colorless solid (135 g, 85.4%). NMR (500 MHz, CDC13): delta 7.40-7.37 (m, 2H), 7.36-7.32 (m, 1H), 7.31-7.28 (m, 2H), 5.42 (dd, J= 8.9, 3.7 Hz, 1H), 4.69 (t, J- 8.9 Hz, 1H), 4.28 (dd, J- 9.2, 3.7 Hz, 1H), 3.13-3.02 (m, 2H), 2.24-2.21 (m, 2H), 1.94 (t, J= 2.6 Hz, 1 H), 1.84 (quintet, J- 7.1 Hz, 2H). LC-MS: m/z (ES) 258.2 (MH)+., 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; MERCK SHARP & DOHME CORP.; NAGABUKURO, Hiroshi; EDMONDSON, Scott, D.; SINHAROY, Mary, Struthers; DENNEY, William, S.; FRENKL, Tara, L.; WO2011/43942; (2011); 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

At the same time, in a seperate flask charged with a solution of (S)-(+)-4-phenyl-2-oxazolidinone (8.86 g, 54 mmol) in anhydrous tetrahydrofuran (130 mL) under nitrogen at -78 C. was added dropwise a solution of n-butyl lithium (22 mL, 54 mmol, 2.5 M in hexanes). The mixture was stirred at -78 C. for 20 minutes and then transferred via a cannula into the reaction flask containing the mixed anhydride at -78 C. The reaction mixture was stirred at 0 C. for 1 hour, then warmed to room temperature and stirred for 18 hours. The mixture was quenched with saturated aqueous ammonium chloride solution (200 mL), concentrated to about half of its original volume under reduced pressure to remove tetrahydrofuran. The remaining mixture was extracted with ethyl acetate (2*250 mL). The organic layer was separated, combined, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by chromatography over silica gel eluted with 2:1 ethyl acetate/hexanes to give (S)-3-((E)-pent-2-enoyl)-4-phenyl-oxazolidin-2-one as a white foam (9.9 g, 75%)., 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; Chu, Xin-Jie; Fotouhi, Nader; Huby, Nicholas J.S.; Kong, Norman; McDermott, Lee Apostle; Moliterni, John; Zhang, Zhuming; US2006/41146; (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.90319-52-1,(R)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

n-butyllithium (2.5 Min hexane, 13.5 mL, 33.74 mmol, 1.1 eq) was added to a solutionof (R)-4-phenyloxazolidin-2-one (5 g, 30.67 mmol, 1 eq) in dry THF (75 mL) at -50 ‘C under N2atomosphere. After 30 minutes, 2-fuoropropanoyl chloride (3.75 g, 33.74 mmol) was added, and thesolution was stirred for 1 hat -50 ‘C to -60 ‘C. The reaction was then quenched with a saturatedsolution ofNH4Cl, extracted with EtOAc, washed with NaHC03(sat), brine and dried over MgS04?Solvents were removed under reduced pressure. The product was purified over silica (hexane/EtOAc) and recovered as a brown oil (4 g, 55percent). 1H-NMR(CDCl3, 400 MHz): 8 7.35-7.21 (m, 5H), 5.99-5.84 (md, 1 H), 5.42-5.33 (dd, 1 H), 4.72 (dd, 1 H), 4.31(m, 1 H), 1.50 (m, 3 H)., 90319-52-1

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

Reference£º
Patent; PHARMARESOURCES (SHANGHAI) CO., LTD.; CHEN, Ping; PENG, Shaoping; LI, Yinqiang; LI, Dafeng; DONG, Xuejun; (48 pag.)WO2018/32356; (2018); 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

Sodium hydride (60% by weight liquid paraffin dispersion, 270 mg, 6.75 mmol) was added to a tetrahydrofuran (15 mL) solution of (S) -4-phenyloxazolidin-2-one (1.00 g, 6.14 mmol) In addition,After stirring at 0 C. for 20 minutes, 2-chloroacetyl chloride (0.538 mL, 6.75 mmol) was added at 0 C.,And the mixture was stirred at 0 C. for 1 hour.Saturated aqueous sodium hydrogen carbonate solution (10 mL) was added to the reaction solution, and the obtained aqueous solution was extracted three times with ethyl acetate,The organic layer was washed with a saturated aqueous sodium chloride solution,Dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (silica gel, n-hexane / ethyl acetate)(S) -3- (2-chloroacetyl) -4-phenyloxazolidin-2-one(979 mg, 4.11 mmol, 67%)As a white powder., 99395-88-7

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

Reference£º
Patent; Toray Industries, Inc.; Adachi, Youhei; Taguri, Tomonori; (23 pag.)JP2018/172309; (2018); 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

To a stirred solution of (S)-4-benzyl-3-(3-methylbutyryl)-2-oxazolidinone (13.0 g, 50 mmol), which is prepared according to Rueger et a/ Tetrahedron Letters (2000), 41 (51), 10085-10089, in dry THF at -78 0C is added LiHMDS (55 mL, 1.0 M in toluene, 55 mmol) and the solution is stirred at 0 0C for 30 minutes before cooling down to -78 0C. AIIyI bromide (4.0 mL, 55 mmol) is then added and the mixture is stirred at room temperature for 2 hours. The products are extracted with EtOAc, washed with saturated aqueous NH4CI, water and saturated aqueous NaCI, dried (MgSO4) and evaporated to give a yellow oil which is purified by flash chromatography on silica gel eluting with 10% EtOAc/hexane to give IVA as a colourless oil. 1H NMR (400.13 MHz, CDCI3) delta 0.91 (d, 6H, J = 6.8 Hz), 1.8-2.0 (m, 1 H), 2.2-2.5 (m, 2H), 2.57 (dd, 1 H1 J = 13.3, 10.1 Hz), 3.25 (dd, 1 H, J = 13.3, 3.2 Hz), 3.7-3.9 (m, 1 H), 4.0-4.1 (m, 2H), 4.5-4.7 (m, 1H), 4.95 (d, 1 H, J = 10.2 Hz), 5.02 (dq, 1 H, J = 17.1 , 1.5 Hz), 5.7-5.8 (m, 1 H), 7.1-7.3 (m, 5H) ppm., 145589-03-3

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

Reference£º
Patent; NOVARTIS AG; WO2008/155338; (2008); A2;,
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.

1005411 Step A: Preparation of (R)-3-cirmamoyl-4-phenyloxazolidin-2-one: A THF (50 mL) solution of (R)-4-phenyloxazoiidin-2-one (5.90 g, 36.2 mmoi) 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 stirring for 15 minutes at -78 ¡ãC, a THF (10 mL) solution of cinnamoyl chloride (6.33 g, 38.0 mmol) was then 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

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

Reference£º
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven, Wade; BLAKE, James, F.; BRANDHUBER, Barbara, J.; CONDROSKI, Kevin, Ronald; HAAS, Julia; JIANG, Yutong; KERCHER, Timothy; KOLAKOWSKI, Gabrielle, R.; WINSKI, Shannon, L.; WO2014/78378; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

108149-60-6, (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

After a mixture of NaBH4 (5.2 g, 139 mmol) and LiCl (5.9 g,139 mmol) in dry EtOH (30 mL) was stirred for 30 min at 0 C, compound20 (6.0 g, 23 mmol) dissolved in 15 mL of dry THF wasadded. The resulting mixture was warmed to room temperatureand stirred for 12 h. The precipitate was filtered over Celite andwashed with EtOH. The filtrate was then evaporated and partitionedbetween ethyl acetate and brine. After the aqueous layerwas extracted with ethyl acetate (5), the organic layer was driedover Na2SO4 and concentrated in vacuo to afford the intermediatealcohol as a yellow oil. To a reaction mixture of dry THF (100 mL)containing 11 g (42 mmol) of PPh3, 8.2 g (56 mmol) of phthalimide,and 6.6 g (28 mmol) of the yellow oil, 22.7 mL (40% in toluene,50 mmol) of diethyl azodicarboxylate dissolved in dry THF(20 mL) was added dropwise while stirring in an ice bath. After12 h at ambient temperature, the solvent was evaporated, and theresulting residue was purified by column chromatography (hexane/ethyl acetate = 3:1) to afford 21 as white crystals (5.4 g, 53%)., 108149-60-6

108149-60-6 (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine 688221, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Nagaoka, Hikaru; Nishiwaki, Hisashi; Kubo, Takuya; Akamatsu, Miki; Yamauchi, Satoshi; Shuto, Yoshihiro; Bioorganic and Medicinal Chemistry; vol. 23; 4; (2015); p. 759 – 769;,
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.

(4S)-3-{[(4-Methoxybenzyl)thio]acetyI}-4-phenyl-l,3-oxazolidin-2-one; [(4-Methoxybenzyl)thio] acetic acid (1.3 g, 6.1 mmol) was dissolved in dry CH2Cl2 (40 ml) and given O0C. N,N’-Dicyclohexylcarbodiimide (DCC, 6.1 g, 6.1 mmol) and 4- (dimethylamino)pyridine (DMAP, 1.6 g, 12.9 mmol) were added and the mixture was stirred for 30 minutes. (S)-(+)-4-Phenyl-2-oxazolidinone (1,0 g, 6.1 mol) was added and the mixture was stirred at room temperature for 24 hours. The mixture was filtrated, concentrated under reduced pressure and purified by flash-chromatography (Hex : EtOAc 8:2 then 1:1). This afforded the title compound.1H-NMR (CDCl3, 200 MHz): delta 3.46-3.59 (m, 3H), 3.74-3.76 (m, 4H), 4.23-4.28 (m, IH), 4.68 (t, /= 8.8 Hz, IH), 5.38-5-42 (m, IH), 6.78 (d, 7= 8.6 Hz, 2H), 7.14 (d, J = 8.6 Hz, 2H), 7.32-7.40 (m, 5H)

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

Reference£º
Patent; ASTRAZENECA AB; WO2006/137792; (2006); 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

m-benzyloxy cinnamic acid (9.0 g, 35.4 mmol) was dissolved in thionyl chloride (25 ml) and refluxed for 1 hour, and the mixture was concentrated to remove thionyl chloride for further use. 4R-phenyl-2-oxazolidinone (5.6 g, 34.4 mmol) was placed in a three-necked flask, after it was purged with nitrogen, tetrahydrofuran (25 ml) was added and when it was cooled to ?78¡ã C., n-butyl lithium (1.6M, 22 ml, 35.4 mmol) was added dropwise, and the reaction was carried out for 30 minutes. Then the solution (35 ml) of m-benzyloxy cinnamoyl chloride in tetrahydrofuran as prepared above was added dropwise and the reaction was continued for 30 minutes. After that, it was slowly raised to 0¡ã C., the reaction was continued for 2 hours, then it was quenched with saturated ammonium chloride solution. The resulted mixture was then concentrated to remove tetrahydrofuran and extracted with ethyl acetate for three 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 14 g, yield: 93percent. 1HNMR (300 MHz, CDCl3): delta 7.9 (1H, d, J=15.5), 7.7 (1H, d, J=15.3), 7.3-7.5 (11H, m), 7.2 (2H, m), 7.0 (1H, dd, J=2.3, 8.6), 5.6 (1H, dd, J=4.0, 9.0), 5.1 (2H, s), 4.8 (1H, t, J=8.9, 17.7), 4.3 (1H, dd, J=3.9, 8.8). ESI-MS: 422.2 (M+Na)., 90319-52-1

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

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