Some tips on 695-53-4

695-53-4 5,5-Dimethyloxazolidine-2,4-dione 3081, aoxazolidine compound, is more and more widely used in various fields.

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.

A mixture of 1,2-dicyanonaphthalene (0.071 g, 0.4 mmol), 2 (0.103 g, 0.8 mmol), anhydrous NiCl2 (0.104 g, 0.8 mmol), urea (0.096 g, 1.6 mmol) and a catalytic amount of MOA was stirred in quinoline (5 mL) at 250 C under argon for 30 min. After cooling to room temperature, the reaction mixture was diluted with 50% ethanol (50 mL). The resultant precipitate was filtered off and washed successively with hot water and hot 50% ethanol until the washings were colorless. The crude residue was extracted with toluene using a Soxhlet apparatus, which was concentrated to approximately 5 mL, and purified by silica gel column with toluene as the eluent. The green-blue fraction was collected to give 7.5 mg of 5 (8.0%). MASS (MALDI) (m/z): 702 (M+).

695-53-4 5,5-Dimethyloxazolidine-2,4-dione 3081, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Dudkin, Semyon V.; Makarova, Elena A.; Fukuda, Takamitsu; Kobayashi, Nagao; Lukyanets, Evgeny A.; Tetrahedron Letters; vol. 52; 23; (2011); p. 2994 – 2996;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 695-53-4

As the paragraph descriping shows that 695-53-4 is playing an increasingly important role.

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.

695-53-4, To a solution of 150mg (0.488mol) of the compound obtained in the Example 122 in 5mL of tetrahydrofuran were added 75.6mg (0.586mmol) of 5,5-dimethyloxazolidine-dione, 154mg (0.586mmol) of triphenylphsophine and 267muL (0.586mmol) of diethyl azodicarboxylate (40% toluene solution), and the mixture was stirred for 2 hours at room temperature. After the reaction, water was added to the reaction mixture and the mixture was extracted with dichloromethane. The organic layer was dried over with anhydrous sodium sulfate and the solvent was removed under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: dichloromethane/acetone = 2/1 for first trial, and hexane/ethyl acetate = 2/1 for second trial) to give 133mg (65%) of the title compound.

As the paragraph descriping shows that 695-53-4 is playing an increasingly important role.

Reference£º
Patent; Daiichi Asubio Pharma Co., Ltd.; EP1775298; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 695-53-4

As the paragraph descriping shows that 695-53-4 is playing an increasingly important role.

695-53-4, 5,5-Dimethyloxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,695-53-4

(a) A mixture of 1 (0.10 g, 0.77 mmol), 2 (0.10 g, 0.77 mmol), anhydrous NiCl2 (0.1 g, 0.8 mmol), urea (0.09 g, 1.55 mmol), and a catalytic amount of MOA was stirred in quinoline (5 mL) at 250 C under argon for 30 min. After cooling to room temperature, the reaction mixture was diluted with 50% ethanol (50 mL). The resulting precipitate was filtered, and washed successively with hot water and hot 50% ethanol until the washings were colorless. The crude residue was transferred to a Soxhlet apparatus, and was extracted with toluene. The toluene solution was concentrated to approximately 5 mL under a reduced pressure, which was purified by silica gel column chromatography using toluene as eluent. The blue fraction was collected to give 6 mg of 3 (4.2%) after evaporation of the solvent. MASS (MALDI) (m/z): 553 (M++1). Anal Calcd for C29H18N8O1Ni: C, 62.96; H, 3.28; N, 20.26. Found: C, 62.69; H, 3.51; N, 19.95.

As the paragraph descriping shows that 695-53-4 is playing an increasingly important role.

Reference£º
Article; Dudkin, Semyon V.; Makarova, Elena A.; Fukuda, Takamitsu; Kobayashi, Nagao; Lukyanets, Evgeny A.; Tetrahedron Letters; vol. 52; 23; (2011); p. 2994 – 2996;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 695-53-4

As the paragraph descriping shows that 695-53-4 is playing an increasingly important role.

695-53-4, 5,5-Dimethyloxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

695-53-4, To 20.1 g of Exemplified compound (5) in 200 ml of methylene chloride solution, 4.8 g of bromine in 50 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. 50 ml of N,N-dimethylacetoamide was added to the residue. The resulting mixture was added dropwise to 12.7 g of 5,5-dimethyloxazolidine-2,4-dione and 12.5 ml of triethylamine in 200 ml of N,N-dimethylacetoamide solution, while the mixture was cooled on ice. After stirring was continued at room temperature for 2 hours, the mixture was stirred at 40 C. for further 1 hour. Ethyl acetate and 400 ml of aqueous solution of sodium hydroxide (20 g) were added. The aqueous phase was separated. The organic phase was washed with 150 ml of 1N-hydrochloric acid and 150 ml of water, and 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 16.7 g of Exemplified compound (3).

As the paragraph descriping shows that 695-53-4 is playing an increasingly important role.

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

 

Brief introduction of 695-53-4

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

695-53-4, 5,5-Dimethyloxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,695-53-4

Example 124(3R*,4R*)-N-[3,5-bis(trifluoromethyl)benzyl]-1-[2-(5,5-dimethyl-2,4-dioxo-1,3-oxazolidin-3-yl)ethyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride(step 1)To a solution of 5,5-dimethyl-1,3-oxazolidine-2,4-dione (500 mg) in DMF (10 mL) was added NaH (186 mg) at room temperature, and the mixture was stirred for 5 min. 1-Bromo-2-chloroethane (430 muL) was further added, and the mixture was stirred at room temperature for 4 days. The reaction mixture was concentrated under reduced pressure, and ethyl acetate was added to the residue. The organic layer was washed with aqueous citric acid solution and water and dried, and the solvent was evaporated under reduced pressure to give crude 3-(2-chloroethyl)-5,5-dimethyl-1,3-oxazolidine-2,4-dione as a colorless oil.

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

Reference£º
Patent; Shirai, Junya; Morimoto, Shinji; Sugiyama, Hideyuki; Sakauchi, Nobuki; Yoshikawa, Takeshi; US2008/275085; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 695-53-4

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

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.

695-53-4, To a solution of 7-(3-ethyl-heptyl)-6-(4-formyl-phenoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-2- carbonitrile (720 mg, 1.90 MMOL) in MeOH (30 ml) and THF (30 ml) is added portionwise NaBH4 (100 mg, 2.60 MMOL). The reaction mixture is stirred at rt for 4 h, and the bulk of solvents are removed in vacuo. The residue is diluted with water, and extracted with CH2CI2. The combined organic extracts are washed with brine, and dried over NA2S04, filtered, and concentrated in vacuo. The residue is purified by silica gel column chromatography to give the alcohol 7-(3-ethyl-heptyl)-6-(4-hydroxy-methyl-phenoxymethyl)-7h-pyrrolo[2,3- d]pyrimidine-2-carbonitrile. To a solution of said, alcohol (140 mg, 0.36 MMOL), 5,5-dimethyl-oxazolidinedione (46 mg, 360 MMOL), and Ph3P (105 mg, 0.40 MMOL) in THF (2 mL) is added DEAD (0.25 ml, 0.46 MMOL). The reaction mixture is stirred at rt for overnight. After concentration, the residue is purified by RP-HPLC to give the title compound; Rf 0. 38 (n- Hexane: EtOAc=1: 1) ;H-HMR (400 MHz) 0.92-1. 00 (m, 2H), 1. 18-1. 25 (m, 3H), 1. 30-1. 40 (m, 1H), 1. 58 (s, 6H), 1. 68-1. 78 (m, 7H), 4.35-4. 39 (m, 2H), 4.62 (s, 2H), 5.22 (s, 2H), 6. 71 (s, 1H), 6. 95 (dd, 2H), 7.37 (dd, 2H), 8. 96 (s, 1H).

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

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/69256; (2004); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 695-53-4

695-53-4 5,5-Dimethyloxazolidine-2,4-dione 3081, aoxazolidine compound, is more and more widely used in various.

695-53-4, 5,5-Dimethyloxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 2-[3-(1-adamantyl)-2-(5,5-dimethyl-2,4-dioxooxazolidinyl)-3-oxopropanamido]-4-nitroanisole [5] A suspension of 16.28 g (0.04 mol) of [4], 5.17 g (0.04 mol) of 5,5-dimethyloxazolidine-2,4-dione, and 16.58 g (0.12) mol of anhydrous potassium carbonate in 380 mL of dried acetone was refluxed for 3 hours. Thin layer chromatographic analysis indicated that the reaction was complete. The reaction mixture was concentrated in vacuoto yield an orange-colored solid. It was dissolved in ethyl acetate and the organic layer was washed with HCl (10%) and brine until neutrality. The organic layer was dried, filtered, and concentrated to yield an oil which solidified upon standing. It was triturated in ligroin. The final dried product (15.92 g, 79.8%) gave one spot on TLC. All analytical data confirmed the assigned structure.

695-53-4 5,5-Dimethyloxazolidine-2,4-dione 3081, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; EASTMAN KODAK COMPANY; EP1014186; (2000); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 695-53-4

695-53-4 5,5-Dimethyloxazolidine-2,4-dione 3081, aoxazolidine compound, is more and more widely used in various.

695-53-4, 5,5-Dimethyloxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 125(3R*,4R*)-N-[3,5-bis(trifluoromethyl)benzyl]-1-[3-(5,5-dimethyl-2,4-dioxo-1,3-oxazolidin-3-yl)propyl]-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride(step 1)To a solution of 5,5-dimethyl-1,3-oxazolidine-2,4-dione (500 mg) in DMF (10 mL) was added NaH (186 mg) at room temperature, and the mixture was stirred for 5 min. 1-Bromo-3-chloropropane (508 muL) was further added, and the mixture was stirred at room temperature for 4 days. The reaction mixture was concentrated under reduced pressure, and ethyl acetate was added to the residue. The organic layer was washed with aqueous citric acid solution and water and dried, and the solvent was evaporated under reduced pressure to give crude 3-(3-chloropropyl)-5,5-dimethyl-1,3-oxazolidine-2,4-dione as a colorless oil.

695-53-4 5,5-Dimethyloxazolidine-2,4-dione 3081, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; Shirai, Junya; Morimoto, Shinji; Sugiyama, Hideyuki; Sakauchi, Nobuki; Yoshikawa, Takeshi; US2008/275085; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem