Some tips on 95715-86-9

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

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, A solution of LiOH (0.046 g, 1.928 mmol) in water (2 mL) was added to a solution of (S)-3-tert-butyl 4-methyl 2,2-dimethyloxazolidine-3,4-dicarboxylate (0.5 g, 1.928 mmol) in THF (6 mL). The resulting mixture was stirred at rt for 48 h, acidified to pH 4 with a 1 N aqueous solution of hydrochloric acid and extracted three times with ethyl acetate. The combined organic phases were dried (MgS04), filtered and concentrated under vacuum to afford Cap L-25 (0.2 g) as a yellow oil. Used without further purification.XH NMR (400MHz, DMSO-d6, mixture of rotomers) delta 12.72 (br. s., 1H), 4.33 – 4.23 (m, 1H), 4.18 – 4.09 (m, 1H), 3.93 (dt, J=9.0, 3.3 Hz, 1H), 1.56 – 1.51 (m, 3H), 1.42 (s, 7H), 1.39 – 1.33 (m, 6H);13C MR (101MHz, DMSO-d6, mixture of rotomers) delta 172.32 – 171.83 (m), 150.7, 93.76 – 93.42 (m), 79.66 – 79.01 (m), 65.94 – 65.54 (m), 58.79 – 58.57 (m), 28.05 – 27.74 (m, 3C), 24.93 – 24.75 (m), 24.16 – 23.99 (m)

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HEWAWASAM, Piyasena; LOPEZ, Omar D.; TU, Yong; WANG, Alan Xiangdong; XU, Ningning; KADOW, John F.; MEANWELL, Nicholas A.; GUPTA, Samayamunthula Venkata Satya Arun Kumar; KUMAR, Indasi J. Gopi; PUNUGUPATI, Suresh Kumar; BELEMA, Makonen; WO2015/5901; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 95715-86-9

The synthetic route of 95715-86-9 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.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 mixture of NaBH4 (2.247 g, 59.08 mmol) and LiCI (2.505 g, 59.08 mmol) in EtOH (42 mL), stirring under nitrogen at 0C, was added (35) (7.659 g, 29.54 mmol) in THF (30 mL) dropwise. This mixture was allowed to warm to room temperature and continued stirring for 48 hours. The precipitate was filtered and washed with ethanol. The washings were concentrated and extracted with EtOAc. The organic layer was then washed with brine and dried over anhydrous Na2S04. Column chromatography on SiO2 (1 : 1 EtOAc/Hexanes) was utilized to purify 6.101 g (89%) of the title compound as a white solid.

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

Reference£º
Patent; UNIVERSITY OF VIRGINIA PATENT FOUNDATION; WO2005/41899; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 95715-86-9

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

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,95715-86-9

Example 6. Synthesis of (4S)-4-(morpholin-4-ylcarbonyl)-3-{4-[(trans-3- piperidin-1 -ylcyclobutyl)oxy]phenyl}-1 ,3-oxazolidin-2-one 18.; 6.1. Synthesis of (4S)-3-(tert-butoxycarbonyl)-2,2-dimethyl- 1 ,3-oxazolidine-4- carboxylic acid a61.; Lithium hydroxide (277 mg, 1 1.5 mmol, 1 eq) is added to a solution of methyl 3-tert-butyl 4- methyl (4S)-2,2-dimethyl-1 ,3-oxazolidine-3,4-dicarboxylate a60 (3 g, 1 1.5 mmol, 1 eq) in a tetrahydrof u ran/water mixture (23 ml/11 ml). The mixture is stirred at room temperature for 2 days, acidified to pH 4 with a 1 N aqueous solution of hydrochloric acid and extracted three times with ethyl acetate. The combined organic phases are dried over magnesium sulfate and concentrated under vacuum to afford 2.79 g of (4S)-3-(tert-butoxycarbonyl)- 2,2-dimethyl-1 ,3-oxazolidine-4-carboxylic acid a61 as a yellow oil. Yield: 99 %.LC-MS (MH+): 246.

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; UCB PHARMA S.A.; WO2008/128919; (2008); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 95715-86-9

As the paragraph descriping shows that 95715-86-9 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.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 mixture of NaBH4 (2.247 g, 59.08 mmol) and LiCI (2.505 g, 59.08 mmol) in EtOH (42 mL), stirring under nitrogen at 0C, was added (35) (7.659 g, 29.54 mmol) in THF (30 mL) dropwise. This mixture was allowed to warm to room temperature and continued stirring for 48 hours. The precipitate was filtered and washed with ethanol. The washings were concentrated and extracted with EtOAc. The organic layer was then washed with brine and dried over anhydrous Na2S04. Column chromatography on SiO2 (1 : 1 EtOAc/Hexanes) was utilized to purify 6.101 g (89%) of the title compound as a white solid.

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

Reference£º
Patent; UNIVERSITY OF VIRGINIA PATENT FOUNDATION; WO2005/41899; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 95715-86-9

As the paragraph descriping shows that 95715-86-9 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.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, Preparation of (S)-2-amino-/V-(7-ethoxy-4-(3,4,5-trimethoxybenzyl)isoquinolin-8-yl)-3- hvdroxypropanamide dihydrochloride 26 (S)-3-( e/t-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acidTo a solution of methyl (S)-3-terf-butyl 4-methyl 2,2-dimethyloxazolidine-3,4- dicarboxylate (0.35 g, 1 .35 mmol) in THF (10 mL) in a 50 mL round-bottomed flask equipped with a magnetic stirrer was added a solution of LiOH monohydrate (62 mg, 1 .48 mmol) in H2O (5 mL) and the mixture was stirred overnight at RT. THF was evaporated at 40C under vacuum and the residue was diluted with H2O (25 mL) before acidification with 3% aqueous HCI to pH = 4. The solution was extracted with Et2O (3×50 mL) and the organic layers were combined, washed with brine (20 mL), dried over Na2SO4, filtered and concentrated at 40C under vacuum to give (S)-3- (fe/t-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid CCH 34168-1 as a colorless oil (147 mg, 44% yield).CCH 34168-1MW: 469.4; Yield: 21 %; Colorless oil.

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

Reference£º
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 95715-86-9

As the paragraph descriping shows that 95715-86-9 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.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

 

Brief introduction of 95715-86-9

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

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

 

Simple exploration of 95715-86-9

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

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,95715-86-9

Step 3: Preparation of (S)-3 -(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4- carboxylic acid (Intermediate 4) To a solution of (5)-3-tert-butyl-4-methyl 2,2-dimethyloxazolidine-3,4- dicarboxylate (6.75 g, 26.0 mmol) in THF (80 mL) and water (40 mL) was added lithium hydroxide hydrate (1.20 g, 28.6 mmol) at room temperature. The reaction mixture was. stirred for 12 hours at room temperature. After evaporation of volatile solvents, the residue was diluted with EtOAc, neutralized with 2 N aq. HC1, washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to obtain the title compound (6.32 g, 99%), which was used for the next reaction without further purification.?H-NMR (400 MHz, CDC13): (two sets of rotamers) 4.40-4.5 1 (m, 1H),4.17-4.28 (m, 1H), 4.11-4.15 (m, 1H), 1.62 and 1.67 (s and s, 3H), 1.51 and 1.54 (s and s, 3H), 1.43 and 1.51 (s and s, 9H).

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; KAINOS MEDICINE, INC.; OH, Su-Sung; CHOI, Minjeong; WO2015/156601; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 95715-86-9

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

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,95715-86-9

6.1 g (23.36 mM) of 3- (1,1-dimethylethyl) -4-methyl- (S) -2,2-dimethyloxazolidin-3,4-dicarboxylate was dissolved in 12 ml of tetrahydrofuran solution was added 1.4 g (37 mM) of sodium borohydride,Was suspended in 12 ml of tetrahydrofuran solution and suspended dropwise over 30 minutes at room temperature.After dropwise addition, cool the reaction solution to 0 ~ 5 .To this mixed solution, a boron trifluoride diethyl ether solution32 ml (265.8 mM) of 10 ml of a tetrahydrofuran solutionIs added and the mixture is heated. Reflux for 6 hours. After confirming that the reaction progress was completed by TLC, then cool to 0 ~ 5 .20 ml of a tetrahydrofuran solution is added to the reaction mixture, stirred at the same temperature for 30 minutes, and then filtered.12 ml of distilled water: tetrahydrofuran solution (1: 1) was added to the filtrate,Were added dropwise at the same temperature, 13.7 g (343 mM) of caustic soda,Is dissolved in a small amount of distilled water, and the mixture is heated and refluxed for 2 hours.After confirming the completion of the reaction by TLC, the reaction mixture is cooled to room temperature.The filtrate was subjected to filtration to concentrate the filtrate tetrahydrofuran solution under reduced pressureRemove.100 ml of distilled water was added to the concentrated residue,Wash with 20 ml X 2 of isopropyl ether.The aqueous layer was extracted with 150 ml of methylene chloride x 3 timesThe next organic layers were combined and washed with 50 ml of purified water,The organic layer was dried over anhydrous magnesium sulfate, filtered,The methylene chloride was removed by concentration under reduced pressure to give the title compound5.2 g (96%) was obtained.

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

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

 

Analyzing the synthesis route of 95715-86-9

The synthetic route of 95715-86-9 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.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, Step 3: Preparation of (S)-3 -(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4- carboxylic acid (Intermediate 4) To a solution of (5)-3-tert-butyl-4-methyl 2,2-dimethyloxazolidine-3,4- dicarboxylate (6.75 g, 26.0 mmol) in THF (80 mL) and water (40 mL) was added lithium hydroxide hydrate (1.20 g, 28.6 mmol) at room temperature. The reaction mixture was. stirred for 12 hours at room temperature. After evaporation of volatile solvents, the residue was diluted with EtOAc, neutralized with 2 N aq. HC1, washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to obtain the title compound (6.32 g, 99%), which was used for the next reaction without further purification.?H-NMR (400 MHz, CDC13): (two sets of rotamers) 4.40-4.5 1 (m, 1H),4.17-4.28 (m, 1H), 4.11-4.15 (m, 1H), 1.62 and 1.67 (s and s, 3H), 1.51 and 1.54 (s and s, 3H), 1.43 and 1.51 (s and s, 9H).

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

Reference£º
Patent; KAINOS MEDICINE, INC.; OH, Su-Sung; CHOI, Minjeong; WO2015/156601; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem