Heterocyclic Building Blocks-Oxazolidine

875444-08-9,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.

The chiral intermediate (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one (compound 11 in Scheme 3, prepared by procedure of WO 2007/005572) (28.0 g) is dissolved in DMF (300 mL) and cooled to – 15C. 2 M NaHMDS (39.2 mL, 1 .05 eq) was then added over 1 h, followed by addition of the biaryl chloride 7 (Scheme 3 ) (28.0 g) in DMF (50 mL), maintaining the internal temperature below -10 C. The mixture was warmed to + 12 C and was aged until complete conversion took place. Then 5M HCI (35 mL) was added, followed by 160 mL of 10% IPAC/Heptanes and 340 mL of water, keeping the temperature between 10C and 20C throughout. The layers were cut and the organic layer was washed twice with 150 mL of 1/1 DMF/water followed by two 140 mL water washes. The organic layerwas then removed under reduced pressure and the resulting residue was purified by flash chromatography (EtOAc/hexanes) to remove the excess oxazolidinone 11 (Scheme 3). The obtained colorless oil was then dissolved in refluxing heptanes (200 mL) and the solution was slowly cooled to -20 C. The resulting slurry was then stirred at -20 C for 2 hours and filtered. The filter cake was washed with cold heptanes and was then dried, yielding 44.0 g (88%) of the desired product of Formula IX (anacetrapib) as an amorphous material. The impurity (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-3-((5l-ethyl-4l-fluoro-2′-methoxy-4-(trifluoromethyl) biphenyl-2-yl)methyl)-4-methyloxazolidin-2-one (DMAP) (-3%), which is formed from 2′-(chloromethyl)-5-ethyl-4- fluoro-2-methoxy-4′-(trifluoromethyl)biphenyl (EBFCI) present in the starting material under the conditions described in Step 7, was detected in the product.

As the paragraph descriping shows that 875444-08-9 is playing an increasingly important role.

Reference£º
Patent; LEK PHARMACEUTICALS D.D.; HUMLJAN, Jan; MARAS, Nenad; WO2013/91696; (2013); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95715-86-9,95715-86-9, Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To an ice-cold solution of 5 (3.0 g, 11.6 mmol) in anhydrousTHF (20 mL) was added NaBH4 (4.38 g, 116 mmol) with stirring. After 25 min, MeOH (8 mL) was slowly added. The mixture was warmed to reflux and stirred for 40 min.The resulting suspension was concentrated under reduced pressure and EtOAc (100 mL) was added. The organic layer was washed with water (2 X 50 mL), dried over Na2SO4, filtered and concentrated to give 6 as colorless oil (2.67 g,85% yield)

The synthetic route of 95715-86-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Andrade, Saulo F.; Campos, Edmar F.S.; Teixeira, Claudia S.; Bandeira, Cristiano C.; Lavorato, Stefania N.; Romeiro, Nelilma C.; Bertollo, Caryne M.; Oliveira, Monica C.; Souza-Fagundes, Elaine M.; Alves, Ricardo J.; Medicinal Chemistry; vol. 10; 6; (2014); p. 609 – 618;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

108149-63-9, N – [(1,1-dimethylethoxy) carbonyl] -2,2-dimethyloxazolidinethanol138.7 g (0.6 M) was dissolved in 1,600 ml of methylene chloride Cool to 0-5 C.160 g (1.6 M) of chromium oxide (VI) was added to 2000 ml of purified waterAnd the solution is added dropwise to the solution over a period of 30 minutes.After the addition was completed, the mixture was further stirred at the same temperature for 30 minutes,Allow to stand for 30 minutes for layer separation.The first organic layer was collected and the aqueous layer was washed with 800 ml of methylene chlorideExtraction is carried out in the same manner as in the extraction.The first and second extraction organic layers were collected and washed with 500 ml of purified waterAfter layer separation, the organic layer was dried over MgSO 4, filtered and concentrated under reduced pressureThe methylene chloride organic layer was removed136 g (99%) of the title compound are obtained.

The synthetic route of 108149-63-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MC Chem Co.,Ltd; Kim, Moon Sik; Kim, Hwe Nam; Kim, Hay Jin; Kwon, Junga; Yun, Ji Hay; (21 pag.)KR2015/31544; (2015); 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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

A solution of 1.0 g (4.02 mmol) of 2-(4-[(4-chlorophenyl)oxy]phenyl)ethanol, prepared in accordance with Example 14.1., and 1.1 ml (7.89 mmol) of triethylamine in 12 ml of dichloromethane, cooled by an ice bath, is admixed with a solution of 0.60 g (5.24 mmol) of methanesulphonyl chloride in 2 ml of dichloromethane. The combined solutions are subsequently stirred at ambient temperature for 2 hours. They are diluted with 25 ml of water and 75 ml of dichloromethane. After the phases have settled and been separated, the organic phase is washed with 25 ml of water then 25 ml of saturated aqueous sodium chloride solution, dried over sodium sulphate and evaporated to dryness, to give 1.32 g of product in the form of an oil. The product is redissolved in 12 ml of tetrahydrofuran. 0.50 g (5 mmol) of 1,3-oxazolidine-2,4-dione and a solution of 0.92 g (8.0 mmol) of 1,1,3,3-tetramethylguanidine in solution in 4 ml of tetrahydrofuran are added. The mixture is subsequently heated at reflux overnight. It is cooled with an ice bath and 25 ml of an aqueous 0.1N solution of hydrochloric acid and 100 ml of ethyl acetate are added. After the phases have settled, the organic phase is separated off and washed with two times 25 ml of water then with 25 ml of saturated aqueous sodium chloride solution, dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with an 85/15 then 75/25 and 65/35 mixture of cyclohexane and ethyl acetate, to give 1.20 g of product in the form of a white solid. Melting point ( C.): 105-107

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

Reference£º
Patent; Sanofi-Aventis; US2006/14830; (2006); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

184363-66-4, (S)-4-Phenyl-3-propionyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Weigh 2.2 g (10 mmol) of oxazolone ester (Formula VIII, R1 = phenyl, R2 = R3 = hydrogen) with a magnetic stirrer,The thermometer and the dropping funnel were dissolved in 20 ml of dichloromethane and cooled to -10 C.1.7 g (10 mmol) of titanium tetrachloride was added in that order, and 2.6 ml of diisopropylethylamine (20 mmol) was added thereto, and the mixture was kept for 1 hour.2.1 g (10 mmol) of the compound of formula III was dissolved in 10 ml of dichloromethane.This solution was slowly added dropwise to the solution of oxazolone and further stirred at the same temperature for 30 minutes.The reaction was quenched by the addition of 10% aqueous citric acid.The mixture was stood still, the aqueous layer was extracted with 30 ml of dichloromethane, and the organic phase was washed with 30 ml of water.Dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure.40 ml of methyl tert-butyl ether was added to the residue, and the suspension thus obtained was stirred at 20 to 25 C for 10 minutes, and then the product was isolated by filtration.Drying under reduced pressure gave a pale yellow crystalline compound (IV, R1 = phenyl, R2 = R3 = hydrogen). Yield: 2.72 g (63%) Purity: 98.3%, 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; Ningbo Ainuo Pharmaceutical Technology Co., Ltd.; Zhang Xini; Zhou Tao; Xiong Zhigang; Zhou Hao; Hu Tao; (9 pag.)CN108238981; (2018); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

875444-08-9, (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,875444-08-9

Oxazolidinone III (9.58 g, 30.6 mmol), biaryl chloride II (10.83 g, 30.0 mmol), tetrabutylammonium iodide (0.02 molar equivalents, based on the amount of biaryl chloride), K2CO3 (2 equivalents), and DMF (12 mL) were charged to a 100 mL flask, and the resulting slurry was stirred at 60 C. for 17 hours. Then n-heptane and water were added at the same temperature. The aqueous layer was removed, and the organic layer was washed with water. The product was crystallized by cooling the organic mixture. Isolated crystals were washed with heptane and dried to afford 17.60 g of the titled compound (27.6 mmol, 92%).

As the paragraph descriping shows that 875444-08-9 is playing an increasingly important role.

Reference£º
Patent; Chung, Cheol K.; Humphey, Guy R.; Maligres, Peter E.; Wright, Timothy J.; US2014/303380; (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.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

Intermediate S-1H: (4S)-4-(Propan-2-yl)-3-(5,5,5-trifluoropentanoyl)-1,3-oxazolidin-2-one [0285] 5,5,5-trifluoropentanoic acid (5.04 g, 32.3 mmol) in DCM (50 mL) and DMF (3 drops) was added oxalyl chloride (3.4 mL, 38.8 mmol) dropwise over 5 min. The solution was stirred until all bubbling subsided. The reaction mixture was concentrated under reduced pressure to give pale yellow oil. To a separate flask charged with a solution of (4S)-4-(propan-2-yl)-1,3-oxazolidin-2-one (4.18 g, 32.4 mmol) in THF (100 mL) at -78 C. was added n-BuLi (2.5M in hexane) (13.0 mL, 32.5 mmol) dropwise via syringe over 5 min. After stirring for 10 min, the above acid chloride, dissolved in THF (20 mL), was added via cannula over 15 min. The reaction mixture was warmed to 0 C., and was allowed to warm to room temperature as the bath warmed and stirred overnight. To the reaction mixture was added saturated NH4Cl, and the mixture was extracted with EtOAc (2¡Á). The combined organics were washed with brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The crude material was purified by flash chromatography (Teledyne ISCO CombiFlash Rf, 5% to 60% solvent A/B=hexanes/EtOAc, REDISEP SiO2 120 g). Concentration of the appropriate fractions provided Intermediate S-1H (7.39 g, 86%) as a colorless oil: 1H NMR (400 MHz, CDCl3) delta ppm 4.44 (1H, dt, J=8.31, 3.53Hz), 4.30 (1H, t, J=8.69 Hz), 4.23 (1H, dd, J=9.06, 3.02Hz), 2.98-3.08 (2H, m), 2.32-2.44 (1H, m, J=13.91, 7.02, 7.02, 4.03Hz), 2.13-2.25 (2H, m), 1.88-2.00 (2H, m), 0.93 (3H, d, J=7.05 Hz), 0.88 (3H, d, J=6.80 Hz).

17016-83-0, 17016-83-0 (S)-4-Isopropyl-2-oxazolidinone 7157133, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Gavai, Ashvinikumar V.; DeLucca, George V.; O’Malley, Daniel; Gill, Patrice; Quesnelle, Claude A.; Fink, Brian E.; Zhao, Yufen; Lee, Francis Y.; US2014/87992; (2014); A1;,
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

Di-tert-butyl azodicarboxylate (0.56 g, 2.43 mmol) was added portionwise to a mixture of 5-phenoxymethyl-2H-pyrazole-3-carboxylic acid ethyl ester (0.5 g, 2.0 mmol), (i?)-l-boc-2,2-dimethyl-4-hydroxymethyl-oxazolidine (0.49 g, 2.1 mmol) andtriphenylphosphine (0.64 g, 2.4 mmol) in THF (10 mL) at 0 C. The mixture was stirred at room temperature for 30 minutes. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (silica; DCM in heptane 50/50 to 100/0). Desired fractions were collected and the solvent evaporated in vacuo to yield (i?)-4-(5- ethoxycarbonyl-3-phenoxymethyl-pyrazol-l-ylmethyl)-2,2-dimethyl-oxazolidine-3- carboxylic acid tert-butyl ester (0.91 g, 98 % yield) as a clear oil., 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; VANDERBILT UNIVERSITY; CONN, P., Jeffrey; LINDSLEY, Craig, W.; STAUFFER, Shaun, R.; BARTOLOME-NEBREDA, Jose, Manuel; CONDE-CEIDE, Susana; MACDONALD, Gregor, James; TONG, Han, Min; JONES, Carrie, K.; ALCAZAR-VACA, Manuel, Jesus; ANDRES-GIL, Jose, Ignacio; MALOSH, Chrysa; WO2012/83224; (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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

0.4 ml of a 40% solution of diethyl azodicarboxylate (0.9 mmol) in toluene is added to a solution, cooled with an ice bath, of 0.111 g (0.44 mmol) of 3-[6-(4-chlorophenyl)pyrimidin-4-yl]propan-1-ol, prepared in stage 5.4., of 0.077 g (0.76 mmol) of 1,3-oxazolidine-2,4-dione and of 0.235 g (0.89 mmol) of triphenylphosphine in 4 ml of tetrahydrofuran. The mixture is subsequently stirred at ambient temperature overnight. It is taken up in a mixture of ethyl acetate and of water. The organic phase is washed with a saturated aqueous sodium chloride solution, dried over sodium sulphate and evaporated. The residue is purified by chromatography on silica gel, elution being carried out with a 97/3 mixture of dichloromethane and of methanol, to produce 0.117 g (0.35 mmol) of product in the solid form.

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

Reference£º
Patent; SANOFI-AVENTIS; US2007/21426; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

152305-23-2, (S)-4-(4-Aminobenzyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,152305-23-2

Example – J: Preparation of (S)-4-(4-methylphenyl hydrazine)-., 3-oxazolidin-2-one (S)-4-4-(amino benzyl)-l,3- oxazolidine-2-one (10 g, 0.052 moles) is suspended in water (20 ml) and cooled to -5¡ãC. A solution of sodium Nitrite (4.2 g; 0.06 moles in 42.0 ml water) is slowly added to the above solution and stirred for 45 min. at -5 to 00C.The above reaction mixture is added lot- wise at 5¡ãC to 10¡ãC to a solution of Triphenyl phosphine (40.91 g; 0.155 moles) in methanol (120.0 ml) and diethyl ether (40.0 ml).The reaction mixture is stirred at room temperature for about 8hrs. After the reaction is completed the resulted dark brown oily layer is separated and evaporated under vacuum. The obtained residue is triturated with chloroform and methanol to get the desired product (35.0g).

As the paragraph descriping shows that 152305-23-2 is playing an increasingly important role.

Reference£º
Patent; MATRIX LABORATORIES LTD; WO2007/83320; (2007); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem