Analyzing the synthesis route of 875444-08-9

The synthetic route of 875444-08-9 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.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

The chiral intermediate (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one (compound of formula XV; cf. also compound 11 in Scheme 3) (280 mg) prepared by procedure of WO 2007/005572 is dissolved in DMF (30 mL) and cooled to -15C. 2 M NaHMDS (3.90 mL, 1.05 eq) was then added over 1 h, followed by addition of the biaryl chloride EBFCI (270 mg) in DMF (5 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 HCl (3.5 mL) was added, followed by 20 mL of 10% IPAC/Heptanes and 40 mL of water, keeping the temperature between 10C and 20C throughout. The layers were cut and the organic layer was washed twice with 20 mL of 1/1 DMF/water followed by two 15 mL water washes. The organic layer was then removed under reduced pressure and the resulting residue was purified by flash chromatography (EtOActhexanes) to remove the excess oxazolidinone (compound of formula XV). The pure (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-3-((5′-ethyl-4′-fluoro-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl)methyl)-4-methyloxazolidin-2-one (DMAP, compound of formula XII”) was obtained as a colorless oil (388 mg, 80%).

The synthetic route of 875444-08-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LEK Pharmaceuticals d.d.; EP2468736; (2012); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 90719-32-7

The synthetic route of 90719-32-7 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.90719-32-7,(S)-4-Benzyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

90719-32-7, Compound IIIa (177 g, available from Jiangsu Senxuan Pharmaceutical Chemical Co., Ltd.) was dissolved in 3 L of dichloromethane,After cooling to 0 C, triethylamine (162 g) and 4-dimethylaminopyridine (12 g) were added,Was added dropwise propionyl chloride (101 g, purchased from Shanghai Da Rui Fine Chemicals Co., Ltd.), reacted at 0 C for 1 hour,Add water quenching reaction, liquid separation, collecting methylene chloride phase, anhydrous sodium sulfate drying, filtration,Concentrated to give 220 g of compound IVa, which was used directly in the next step.

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

Reference£º
Patent; Jiangsu Shengdi Pharmaceutical Co., Ltd.; Zhang Fuyao; (10 pag.)CN107098868; (2017); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 108149-63-9

As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

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

To a dry THF solution containing compound 23 (2.5 g,11 mmol), which was prepared from L-serine via step a and areduction by NaBH4, LiCl/dry THF, 0.5 g (20 mmol) of NaH was added. After stirring for 5 min, 3.4 g (22 mmol) of iodoethanewas added. After stirring for 10 h at ambient temperature, 1 mLof H2O was added to the reaction mixture, the solvent wasremoved in vacuo, and the resulting residue was purified by columnchromatography (hexane/ethyl acetate = 4:1) to afford 24 asan oil (1.3 g, 47%)., 108149-63-9

As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

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;,
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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 dry THF solution containing compound 23 (2.5 g,11 mmol), which was prepared from L-serine via step a and areduction by NaBH4, LiCl/dry THF, 0.5 g (20 mmol) of NaH was added. After stirring for 5 min, 3.4 g (22 mmol) of iodoethanewas added. After stirring for 10 h at ambient temperature, 1 mLof H2O was added to the reaction mixture, the solvent wasremoved in vacuo, and the resulting residue was purified by columnchromatography (hexane/ethyl acetate = 4:1) to afford 24 asan oil (1.3 g, 47%).

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

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

 

Brief introduction of 2346-26-1

The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

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

EXAMPLE 1 (COMPOUND 25); 2-(methylamino)-2-oxoethyl 2-[1-(biphenyl-4-ylmethyl)piperidin-4-yl]ethylcarbamate; 1.1. 3-(2-piperidin-4-ylethyl)-1,3-oxazolidine-2,4-dione hydrochloride; A solution of 10 g (77.40 mmol) of 2-piperidin-4-ylethanol, 22.33 g (85.14 mmol) of triphenylphosphine and 9.39 g (92.88 mmol) of 1,3-oxazolidine-2,4-dione (J. Med. Chem. 1991, 34, 1538-44) in 150 ml of tetrahydrofuran, cooled to approximately -10 C., is admixed dropwise under an inert atmosphere with a solution of 15.65 g (77.40 mmol) of diisopropyl azodicarboxylate (DIAD) in 25 ml of tetrahydrofuran, during which the temperature of the reaction mixture is held between -10 C. and 0 C. Stirring is continued at 0 C. for 1 hour and then at 25 C. for 22 hours. The solid formed is collected by filtration, washed repeatedly with tetrahydrofuran and then dried under vacuum at approximately 70 C. This solid is then taken up in a solution of hydrochloric acid (5N) in isopropanol. The solid formed is collected by filtration and then washed with ethyl acetate and ether. Drying under vacuum at approximately 70 C. gives 6.45 g of hydrochloride in the form of a white solid. M.P. ( C.): 178 C., 2346-26-1

The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI-AVENTIS; US2007/21403; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 7517-99-9

The synthetic route of 7517-99-9 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.7517-99-9,5-(Hydroxymethyl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

7517-99-9, Compound 5-(hydroxymethyl)oxazolidin-2-one 23a (2.34 g, 20.0 mmol),Imidazole (1.7 g, 25 mmol) was dissolved in acetonitrile (30 mL).Ice bath to 0 C, then tert-butyldimethylsilyl chloride (3.3 g, 22.0 mmol) was added.The reaction was stirred at 0 C for 0.5 hours and then warmed to room temperature overnight.Adding saturated ammonium chloride solution and ethyl acetate, extracting, and washing the organic phase with saturated ammonium chloride solution three times, dried over anhydrous sodium sulfate, filtered and concentrated,Purification by column chromatography gave the title compound 25a (3.7 g,The yield was 80%.

The synthetic route of 7517-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Huahuituo Pharmaceutical Technology Co., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd.; Xu Xin; Zhang Tian; Li Yunfei; Wang Guan; Zhu Weibo; Li Dongsheng; Qin Chenggang; Liu Chuanduo; Liu Lei; Wu Qimei; Yang Xuqin; Jia Jie; Wang Ying; Chen Yuhao; Wang Yijin; Ge Jian; (143 pag.)CN109897011; (2019); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 875444-08-9

The synthetic route of 875444-08-9 has been constantly updated, and we look forward to future research findings.

875444-08-9,875444-08-9, (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

The chiral intermediate (4S,5R)-5-[3 ,5-Bis(trifluoromethyl)rhohenyl]-4-methyl-l ,3- oxazolidin-2-one (11) which was made above is dissolved in DMF (2.8 kg in 32.7 L) and cooled to -15 C. 2.0 M NaHMDS (3.92 L, 1.05eq) was then added over 1.5 hr, followed by addition of the biaryl chloride 7 (2.8kg) in DMF. The mixture was warmed to +12C and was aged until complete conversion took place. Then 5N HCl (3.4L) was added, followed by 16L of 10%IPAC/Heptane and 34L of water, keeping the temperature between 100C and 200C throughout. The layers were cut and the organic layer was washed twice with 14L of 1:1 DMF:water followed by two 14L water washes. The organic layer was assayed for yield and was then filtered through 2.4 kg of silica gel to remove the excess oxazolidinone to <0.5%. The silica was washed with 5% IPAC/Heptane. The combined organic solutions were distilled to remove IPAC to <1%. The warm heptane solution was then transferred slowly into a 200C heptane solution containing 10 wt% seed. The slurry was then cooled to -200C and filtered. The filter cake was washed with cold heptane and was then dried, yielding the desired product 12. The synthetic route of 875444-08-9 has been constantly updated, and we look forward to future research findings. Reference£º
Patent; MERCK & CO., INC.; WO2007/92642; (2007); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 139009-66-8

As the paragraph descriping shows that 139009-66-8 is playing an increasingly important role.

139009-66-8, (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-2-Amino-A/-(7-ethoxy-4-(3,4,5-trimethoxybenzyl)isoquinolin-8-yl)-3- hvdroxypropanamide dihydrochloride 26To a solution of (S)-3-(fe/t-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid CCH 34168-1 (136 mg, 554 muetaetaomicronIota) in dry CH2CI2 (10 mL) under N2 in a 50 mL round- bottomed flask equipped with a magnetic stirrer was added a solution of 7-ethoxy-4- (3,4,5-trimethoxybenzyl)isoquinolin-8-amine CCH 34058 (143 mg, 388 muiotatauiotaomicronIota) in dry CH2CI2 (10 mL) and the mixture was cooled to 0C before portionwise addition of EDCI (149 mg, 777 muiotatauiotaomicronIota). The reaction mixture was then allowed to warm up to RT and stirring was continued overnight before dilution with CH2CI2 to a volume of 50 mL. Water (10 mL) was then added and stirring was continued at RT for 3 h, after which the organic phase was isolated, washed with 0.1 N aqueous NaOH (2×10 mL), H2O (10 mL), dried (Na2SO4) and concentrated at 40C under vacuum to give 230 mg of CCH 34168-2 as a brown oil. The oil was immediately dissolved in TFA (5 mL) in a 25 mL round-bottomed flask equipped with a magnetic stirrer and the mixture was stirred overnight at RT. After evaporation of TFA at 40C under vacuum, the residue was purified by reversed phase column chromatography, elution from H2O to H2O:CH3CN = 7:3, lyophilised, taken up in a 0.19 N HCI solution in MeOH (10 mL) and concentrated to dryness to give (S)-2-amino-A/-(7-ethoxy-4-(3,4,5- trimethoxybenzyl)isoquinolin-8-yl)-3-hydroxypropanamide dihydrochloride 26 as a pale brown solid (81 mg, 28 % yield). 26MW: 528.43; Yield: 28%; Pale brown solid; Mp (C): 206.3 (dec.)1H-NMR (CDsOD, delta): 1 .52 (t, 3H, J = 6.9 Hz, CH2CH3), 3.75 (s, 3H, OCH3), 3.79 (s, 6H, 2xOCH3), 4.23 (d, 2H, J = 4.6 Hz, CHCH2O), 4.41 (q, 2H, J = 6.9 Hz, CH2CH3), 4.47 (t, 1 H, J = 4.6 Hz, CHCH2O), 4.60 (s, 2H, CH2), 6.64 (s, 2H, 2xArH), 8.21 (d, 1 H, J = 9.4 Hz), 8.28 (s, 1 H, ArH), 8.51 (d, 1 H, J = 9.4 Hz), 9.52 (s, 1 H, ArH).13C-NMR (CDsOD, delta): 15.1 , 37.0, 56.7, 61 .1 , 62.0, 67.0, 107.6 (2xC), 122.2, 126.2, 127.0, 127.2, 129.5, 133.8, 135.0, 138.2, 139.1 , 143.3, 155.0 (2xC), 156.0, 169.1 . MS-ESI m/z (rel. int.): 456 ([MH]+, 100), 369 (40).HPLC: Method A, detection UV 254 nm, RT = 3.31 min, peak area 99.2%., 139009-66-8

As the paragraph descriping shows that 139009-66-8 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

 

Simple exploration of 152305-23-2

152305-23-2, 152305-23-2 (S)-4-(4-Aminobenzyl)oxazolidin-2-one 7099156, aoxazolidine compound, is more and more widely used in various fields.

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

2.4 litres of concentrated HCl are added to 7.0 litres of water in a duplicator. In such diluted HCl 1.75 kg of (Example 3 – Fischer indole reactionThe diluted reaction mixture is heated up to ca. 90¡ãC. 1.75 kg of 4,4-diethoxy-N,N- dimethylbutylamine of formula II is weighed. The weighed acetal (II) is added to the reaction mixture, which is then brought to moderate reflux (at ca. 980C) and being stirred under the reflux condenser it is left to react for about 2.5 hours. After 2.5 hours from the start of the reflux the heating of the mixture is switched off and the reaction mixture is cooled to the laboratory temperature.Example 4 – Isolation of the raw toluene solvate of ZOLMITRIPTANAt the laboratory temperature and being stirred the cooled mixture is neutralized with a ca. 20percent aqueous solution of NaOH. About 4 litres of toluene is added and the mixture is stirred to make an emulsion. Then, an aqueous solution of NaOH is slowly added under stirring until pH of ca. 9.5 is achieved. After approx. 30 minutes of stirring the solid product is filtered off and washed with water. It is dried at temperatures of about 300C to the constant weight (about 10 hours).

152305-23-2, 152305-23-2 (S)-4-(4-Aminobenzyl)oxazolidin-2-one 7099156, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; ZENTIVA, A.S.; WO2008/104134; (2008); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 2346-26-1

2346-26-1 Oxazolidine-2,4-dione 97389, 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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

A solution of 1.4 g (7.36 mmol) of 2-[4-(trifluoromethyl)phenyl]ethanol, 2.22 g (8.47 mmol) of triphenylphosphine and 0.82 g (8.1 mmol) of 1,3-oxazolidine-2,4-dione (J. Med. Chem. 1991, 34, 1542-1543) in 25 ml of tetrahydrofuran, cooled to approximately -10 C., is admixed dropwise under an inert atmosphere with a solution of 1.7 g (8.47 mmol) of diisopropyl azidocarboxylate (DIAD) in 5 ml of tetrahydrofuran, while maintaining the temperature of the reaction mixture between -10 C. and 0 C. Stirring is continued at 0 C. for 1 hour and then at 25 C. for 20 hours. The filtrate is concentrated under reduced pressure and the residue is taken up in dichloromethane and aqueous 5% sodium hydroxide solution (10 ml). The aqueous phase is separated and then extracted twice with dichloromethane. The organic phases are combined and washed in succession with aqueous hydrochloric acid solution (1N) and then saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution. The organic phase is dried over sodium sulphate and the filtrate is concentrated under reduced pressure. The residue thus obtained is purified by chromatography on silica gel, eluting with a 20/80 mixture of ethyl acetate and cyclohexane. This gives 1.5 g of oxazolidinedione in the form of an oil, 2346-26-1

2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various fields.

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