Day: September 30, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90719-32-7,(S)-4-Benzyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

90719-32-7, Add 1000ml of dichloromethane to a 5-liter four-neck bottle.Triethylamine 500ml (3.6mol), benzyl oxazolidinone 177g(1 mol), 80 g (1.1 mol) of propionic acid,Add 300g (1mol)a solution of methyl 2-chloropyridine p-toluenesulfonate in 1000 ml of dichloromethane,After the addition, stirring at 20 C for 7 hours, TLC showed the reaction was complete, and the reaction was added with water.The organic phase was washed with water and brine, dried over anhydrous sodiumRecrystallization gave 220 g of product with a yield of 94.4% and HPLC purity >99%.

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

Reference£º
Patent; Shanghai Lark Pharmaceutical Technology Co., Ltd.; Shen Xin; Yang Jidong; Hu Xiaochuan; Li Feng; (6 pag.)CN109020914; (2018); 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.875444-08-9,(4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

875444-08-9, iNTERMEDIATE 29 (4S,5R?)-5- 13 ,5-Bis(trifluoromethyl)phenyl] -3- F(5-bromo-2-chloropyridin-4-yl)methyll -4-methyl- 1 ,3-oxazolidin-2-oneA solution of (4S,5R)-5- [3 ,5-bis(trifluoromethyl)phenyl] -4-methyl- 1,3 -oxazolidin-2-one(INTERMEDIATE 4, 1.305 g, 4.17 mmol) in 30 mL of DMF was cooled to -20C. NaHMDS(1.0 M, 4.17 ml, 4.17 mmol) was added and the reaction was stirrred at -20C for 20 minutes.Next, a solution of (5-bromo-2-chloropyridin-4-yl)methyl methanesulfonate (II?1TERMEDIATE28, 1.2522 g, 4.17 mmol) in 5 mL of DMF was added and the solution turned brown. Thereaction was warmed to 0C by switching to an ice/water bath and the reaction stirred for an additional 30 minutes, at which time an LCMS aliquot confirmed the reaction was complete. It was quenched with aqueous NaHCO3. The reaction was extracted with ethyl acetate, then washed with aqueous NaHCO3 and brine, dried with Na2SO4, filtered and the filtrate was concentrated. The crude oil was purified by silica gel chromatography to give the titledcompound as an off-white solid. ?H NMR (CDC13, 500 MHz): 8.52 (s, 1H), 7.92 (s, 1H), 7.80 (s, 2H), 7.36 (s, 1H), 5.81 (d, 1H), 4.78 (d, 1H), 4.34 (d, 1H), 4.17 (m, 1H), 0.82 (d, 3H).

875444-08-9 (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one 23583229, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ACTON, John, J., III; YE, Feng; VACHAL, Petr; SHA, Deyou; DROPINSKI, James, F.; CHU, Lin; ONDEYKA, Debra; KIM, Alexander, J.; COLANDREA, Vincent, J.; ZANG, Yi; ZHANG, Fengqi; DONG, Guizhen; WO2013/165854; (2013); 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.95715-86-9,Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate,as a common compound, the synthetic route is as follows.

95715-86-9, To a solution of (S)-2, 2-Dimethyl-oxazolidine-3, 4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester (435 mg, 1.678 mmol) in THF (5 ml) under nitrogen atmosphere was added 1 N-LiAIH4 (5 ml, 5.033 mmol) at degrees C and the mixture was stirred at room temperature for 1 h. The mixture was quenched with water and 10% NaOH solution, filtered through celite. The filtrate was diluted with EtOAc and washed with brine, dried over MgS04, filtered, and concentration in vacuo. The obtained residue was purified by flash chromatography eluting with 5: 1 Hexane/Ethyl acetate to give the (R)-4-Hydroxymethyl-2, 2-dimethyl- oxazolidine-3-carboxylic acid ter-butyl ester (383 mg, 99%) as a white solid. To a solution of (R)-4-Hydroxymethyl-2, 2-dimethyl-oxazolidine-3-carboxylic acid ter-butyl ester (383 mg, 1.656 mmol) in anhydrous pyridine (4 ml) under nitrogen atmosphere was added tosyl chloride (631 mg, 3.312 mmol) at 0 degrees C and the mixture was stirred for 24 h. The reaction mixture was concentrated under reduced pressure and diluted with EtOAc, washed with brine, dried over MgS04, filtered, and concentrated. Recrystallization from EtOAc-n-hexane to give the title compound (554 mg, 87%). 1H-NMR (300MHz, CDCI3) : 1.40 (s, 9H), 1.54 (s, 3H), 2.45 (s, 3H), 3.78-4. 20 (m, 5H), 7.40 (d, 2H), 7.81 (d, 2H); MS (ESI+) : 408 ([M+Na] +).

As the paragraph descriping shows that 95715-86-9 is playing an increasingly important role.

Reference£º
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; WO2005/87700; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure for Goldberg reactionThis protocol was performed according to conditions disclosed in Org. Lett. 2003, 5 (7), 963.To a suspension of copper(l) iodide (0.354 g, 1.86 mmol), potassium carbonate (7.35 g, 53.2 mmol) and (+/-)-/ra?j-l,2-diaminocyclohexane (0.328 ml, 2.67 mmol) in dioxane, (15 ml) 9 (5 g, 26.7 mmol) and 10b (2.352 g, 27.01 mmol) were added and the reaction mixture was stirred at 100 C for 20 h. Reaction mixture was cooled and filtered through silica gel pad with the help of EtOAc (150 ml). Filtrate was concentrated in vacuo to 11 b 4.7 g (91 %), 497-25-6

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CAMBRIDGE ENTERPRISE LIMITED; GLEN, Robert; HILEY, Robin; BELL, James; SPRING, David; KAPADNIS, Prashant, Bhimrao; WO2011/98776; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

2346-26-1, Oxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2.2. 1,1-dimethylethyl 4-[(2,4-dioxo-1,3-oxazolidin-3-yl)methyl]piperidine-1-carboxylate A suspension of 13.60 g (46.36 mmol) of 1,1-dimethylethyl 4-{[(methylsulphonyl)oxy]methyl}piperidine-1-carboxylate, prepared in step 2.1., 9.37 g (92.72 mmol) of 1,3-oxazolidine-2,4-dione and 16.02 g (139.08 mmol) of 1,1,3,3-tetramethylguanidine in a mixture of 180 ml of tetrahydrofuran and 30 ml of dimethylformamide is heated at reflux for 24 hours. It is allowed to return to ambient temperature and is concentrated under reduced pressure. The residue is taken up in dichloromethane and water and the aqueous phase is separated off and extracted twice with dichloromethane. The combined organic phases are washed with saturated aqueous sodium chloride solution and dried over sodium sulphate. Following evaporation of the solvent, the residue obtained is purified by chromatography on silica gel, eluding with a 98/2 then 95/5 mixture of dichloromethane and methanol. This gives 12.53 g of product in the form of an orange-brown solid., 2346-26-1

As the paragraph descriping shows that 2346-26-1 is playing an increasingly important role.

Reference£º
Patent; SANOFI-AVENTIS; US2007/21403; (2007); A1;,
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, Example 3: Preparation of (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one [Show Image] To a cold suspension (-15 C) of sodium hydride (7.12 g, 178 mmol; ?60% oil suspension) in anhydrous THF (600 mL) (S)-4-benzyloxazolidin-2-one (30.0 g, 169.3 mmol) was added portionwise. The reaction mixture was allowed to reach room temperature during 2 h and stirring was continued for 20 h, after the mixture was recooled to -15 C once more. 3-Methylbutanoyl chloride (23.48 g, 24.00 mL, 194.7 mmol) was added dropwise and the mixture was allowed to reach room temperature during 2 h, and sitirring was continued for additional 3 h. The reaction was quenched by addition of saturated aqueous solution of NaHCO3 (300 mL) and the mixture was stirred at room temperature for 30 min. The product was extracted with CH2Cl2 (3 ¡Á 400 mL). The combined organic layers were washed with saturated aqueous Na2CO3 solution (2 ¡Á 300 mL) and brine (300 mL), and dried over anhydrous Na2SO4. After removal of the solvents under reduced pressure the oily residue was recrystallized from Et2O/petrolether 1:10 (408 mL) to yield, in two crops, 37.19 g (84%) of (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one as colourless crystals. 1H NMR (300 MHz, CDCl3) delta: 1.03 (d, 3H), 1.04 (d, 3H), 2.24 (m, 1H), 2.75 (dd, 1H) 2.73-2.95 (m, 1H), 3.32 (dd, 1H), 4.14-4.23 (m, 2H), 4.66-4.74 (sym m, 1H), 7.22-7.38 (m, 5H).

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

Reference£º
Patent; Krka Tovarna Zdravil, D.D., Novo Mesto; EP2189442; (2010); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95530-58-8, (R)-4-Isopropyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,95530-58-8

Sodium hydride (55% suspension in oil, 144 mg, 3.31 mmol) was added to a solution of (R) -4-isopropyl-2-oxazolidinone (356 mg, 2.75 mmol) in dry tetrahydrofuran (17 mL) under argon atmosphere. The suspension was stirred for 1 hour at rt, then cooled to [0C] and a solution of 1-bromo-3-chloropropane in dry tetrahydrofuran (3 mL) was added dropwise. After 48 h stirring at [58C] the mixture was quenched with water. The solvent was removed by evaporation under reduced pressure and the residue partitioned between water and dichloromethane. The organic layer was evaporated to dryness. Purification of the residue by silica gel column chromatography, eluting with a mixture of ethyl acetate and n-Heptane (70: 30), afforded [(4R)-3- (3-CHLOROPROPYL)-4-ISOPROPYLOXAZOLIDINON-2-ONE] (401 mg, 71 %). A solution of [(4R)-3- (3-CHLOROPROPYL)-4-ISOPROPYLOXAZOLIDINON-2-ONE] (160 mg, 0.78 mmol) in dry DMF (2 mL) was added to a suspension of potassium carbonate (217 mg, 1.57 mmol) and N-(4-fluorobenzyl)-2-(4-isobutoxyphenyl)- N-piperidin-4-yl-acetamide 103NLS56 (250 mg, 0.63 mmol) in dry DMF (6 mL). After addition of sodium iodide (113 mg, 0.75 mmol) the mixture was stirred overnight at [62C] and partitioned between water and dichloromethane. The organic layer were dried over sodium sulphate, filtered and evaporated to dryness. Purification of the residue by silica gel column chromatography, eluting with 5% methanol in dichloromethane, afforded the desired compound (143 mg, 40%). Rf = 0.28 [(MEOH/CH2CL2] 6: 96). LCMS m/z 568 [[M+H] +. IH] NMR (CDCl3, rotamers 0.4 : 0.6) 8 7.20-6. 78 (m, 8H, Ar-H), 4.61-4. 51 (m, 0.6H, pip-H), 4.48 & 4.42 (2s, 2H, benzyl-H), 4.15 (t, 1H, J= 8.8, oxa-H), 4.01 (m, 1H, oxa-H), 3.78-3. 64 (m, 4.2H, pip- H, benzyl-H, oxa-H, CH2OiBu), 3.48 (m, 2.2H, benzyl-H, CONCHCH2), 2.92-2. 79 (m, 3H, pip-H, [CONCH2),] 2.34-2. 22 (m, 2H, [NCH2CH2CH2),] 2.10-1. 96 (m, 3.2H, pip-H, CHiPr, [CHOIBU),] 1.76-1. 50 (m, 6H, pip-H, [NCH2CH2),] 1.32-1. 26 (m, 0.8H, pip-H), 0.99 (m, 6H, [CH3OIBU)] 0.81-0. 87 (m, 6H, [CH3IPR). HPLC TR=] 9.1 min.

As the paragraph descriping shows that 95530-58-8 is playing an increasingly important role.

Reference£º
Patent; ACADIA PHARMACEUTICALS INC.; WO2004/808; (2003); 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.90719-32-7,(S)-4-Benzyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

90719-32-7, In a 100L reaction kettle connected to an exhaust gas absorption device, add (S)-4-benzyl-2-oxazolidinone (10kg, 56mol), DMAP (catalyst) and xylene (50L), heated to reflux, propionyl chloride (10L, 1V) was added dropwise, and the reaction was refluxed for 2-12 hours after the dropwise addition. HPLC showed that the reaction was complete. Filter and filter cake recovered. The filtrate was concentrated, the concentrated xylene and propionyl chloride mixed solvent was recovered and applied. The concentrated oily liquid was added with 30 L of xylene and 20 L of a saturated sodium bicarbonate solution and stirred for 0.5 h. The liquid was separated, the organic phase was dried, and then used as it was. The feeding method in this step is simple and convenient. During post-processing, catalysts and solvents can be recycled, Compared with the methods described in the existing literature, the present invention has obvious advantages, very suitable for industrial production.

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

Reference£º
Patent; Shanghai Maosheng Kanghui Technology Co., Ltd.; Ding Hailin; Wang Tiantian; Ying Yongcheng; Jiang Xuefeng; Yu Fei; (9 pag.)CN110467530; (2019); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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,452339-73-0

Sodium hydride (60% dispersion in oil 1.26 g) was added to a stirred, cooled (ice-bath) solution of (5R)-5- (2, 2-dimethyl-4H-1, 3-benzodioxin-6-yl)-2-oxazolidinone (5.47 g) in dry DMF (50 ml) under nitrogen and the mixture was stirred for 15 min at 5 C. A solution of 6-bromohexyl 4- (3-IODOPHENYL) BUTYL ether (10.7 g) in DMF (30 ML) was then added dropwise over 10 min. The mixture was stirred for 2 h at ambient temperature, then poured into aqueous solution of ammonium chloride and extracted into ethyl acetate. The combined extracts were washed with water, dried (NA2SO4) and evaporated. The residue was purified on biotage (90 g cartridge) eluting with ether-hexane (3: 2) to give the title compound (9.8 g). LCMS RT= 4.20 min.

The synthetic route of 452339-73-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO WELLCOME HOUSE; WO2004/37773; (2004); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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.

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

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