Heterocyclic Building Blocks-Oxazolidine

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

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
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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
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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
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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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.152305-23-2,(S)-4-(4-Aminobenzyl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

Example 1 Synthesis of (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one hydrochloride (IIIa) A mixture of (S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one (100 gms) and concentrated hydrochloric acid (250 ml) in water (500 ml) was treated with an 50percent aqueous solution of sodium nitrite (46 gms) at ?5 to 10¡ã C. Upon completion of the reaction, as monitored by TLC, the reaction mass was further treated with stannous chloride dihydrate (420 gms) dissolved in concentrated hydrochloric acid (500 ml ) and water (544 ml ) at ?15 to 10¡ã C. When the reaction was complete, as monitored by HPLC, the pH of the reaction mass was adjusted in the range of 2.0 to 6.0 by adding aqueous sodium hydroxide solution. The reaction mass was cooled and filtered to separate the solid. The aqueous layer was extracted with dichloromethane and further made alkaline in the pH range of 6.0 to 10.0 with aqueous sodium hydroxide. The mixture was cooled and filtered to give solid (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one (III), which was then suspended in isopropanol (420 ml) and converted to the hydrochloride salt by treatment with hydrogen chloride at reflux temperature to yield the hydrochloride salt of (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one (IIIa). Yield: 85 g Purity (HPLC)?99percent

152305-23-2, The synthetic route of 152305-23-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EMCURE PHARMACEUTICALS LIMITED; Gurjar, Mukund Keshav; Kaliaperumal, Neelakandan; Ahirrao, Pravin Prabhakar; Baireddy, Raghuramireddy; Balasubramanian, Prabhakaran; Nandala, Srinivas; Panchabhai, Prasad Pandurang; Mehta, Samit Satish; US2014/228582; (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.80-65-9,3-Aminooxazolidin-2-one,as a common compound, the synthetic route is as follows.

80-65-9, General procedure: Following the addition of 4-(4-fluorophenoxy) butyric acid (0.71 g, 3.6 mmol) to 20 mL ofdichloromethane in a 50 mL three-necked round-bottom flask, thesolution was agitated until dissolution. Subsequently, EDCI (0.85 g,4.44 mmol) HOBt (0.6 g, 4.44 mmol) and triethylamine (0.84 g,9.25 mmol) were added in turn at 0 C. Stirring in an ice bath for 1 h,3-amino-2-oxazolidinone (0.37 g, 3.6 mmol) was added again. Thesolutionwas brought to 25 C and stirred overnight. Following TLC,the product was filtered by vacuum and dried under rotary evaporation.The product was a white solid weighing 0.51 g with a yieldof 50.2%.

80-65-9 3-Aminooxazolidin-2-one 65725, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Jiang, Kai; Yan, Xinlin; Yu, Jiahao; Xiao, Zijian; Wu, Hao; Zhao, Meihua; Yue, Yuandong; Zhou, Xiaoping; Xiao, Junhai; Lin, Feng; European Journal of Medicinal Chemistry; vol. 194; (2020);,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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

To a solution of 7-amino-6-methoxy-2-(l-methyl-lH-pyrazol-4-yl)-3-(3,4,5- trimethoxybenzoyl)benzo[Z>]furan (entry 21, Table 1) (0.08 Ig, 0.185 mmol), 2,2-dimethyl- 3-(l,l-dimethylethyl-4S-3,4-ozazolidinedicarboxylic acid (0.067g, 0.27 mmol) and N,N- diisopropylethylamine (0.08 ml, 0.46 mmol) in anhydrous CH2Cl2 (1 ml) PyBroP (0.128g, 0.46 mmol) was added at room temperature under N2. The resulting mixture was stirred for Ih at room temperature, than diluted to 15 ml with ethyl acetate and washed with 10% aqueous citric acid (1 ml), water, brine and dried over anhydrous MgSO4 and filtered off. The filtrate was evaporated to dryness under reduced pressure and the residue was purified by flash column chromatography (silica-gel, CH2Cl2/ ethyl acetate 9:1) giving the title compound (0.106g, 87%) as a creamy solid. 1H NMR (300 MHz, CDCl3) 8.09 (s, IH), 7.93 (s, IH), 7.13 (s, 2H), 7.03 (d, J = 8.75 Hz, IH), 6.8 (d, J = 8.75 Hz, IH), 4.1 -4.7 (broad m, 2H), 3.91 (s, 3H), 3.89 (s, 3H), 3.87 (s, 3H), 3.82 (s, 3H), 3.77 (s, 6H), 3.33 (m, IH), 1.23 – 1.7 (m, 14H)., 139009-66-8

139009-66-8 (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid 6932187, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; ILIAD CHEMICALS PTY LTD; WO2006/84338; (2006); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

131685-53-5, (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

TiCl3(OiPr) was first prepared using dry glassware under N2. A solution of 1 M TiCl4 in dichloromethane (3.4 mmol, 3.4 mL) was cooled to 0 C, and Ti(OiPr)4 (1.1 mmol, 0.34 mL) was added dropwise over 5 min. The solution was diluted with anhydrous dichloromethane (3.5 mL) and stirred at 0 C for 15 min. Meanwhile, compound 25a (1.0 g, 4.3 mmol) was dissolved in anhydrous dichloromethane (14 mL) in dry glassware under N2, and DIEA (0.79 mL) was added dropwise over 5 min, with stirring, at room temperature and then cooled to 0 C. The TiCl3(OiPr) solution was added to the 25a solution dropwise over 25 min. The TiCl3(OiPr) flask was rinsed with anhydrous dichloromethane (2 mL), and the rinse added to the combined flask. The solution was stirred at 0 C for 30 min, and then acrylonitrile (0.43 mL, 6.5 mmol) was added dropwise over 10 min, and this solution stirred at 0 C for 4 h. The reaction was quenched with the addition of saturated NH4Cl (25 mL) and H2O (15 mL), and the aqueous layer was extracted with diethyl ether (3 ¡Á 40 mL). The organic extracts were combined and washed with saturated NaHCO3 (55 mL) followed by brine (55 mL), dried over MgSO4 and concentrated in vacuo to yield a yellow oil. The oil was purified using the Flash+ system and a mobile phase of 3:7 ethyl acetate-hexanes (Rf = 0.30), to yield 26a as a very slightly yellow oil (890 mg, 72% yield). 1H NMR (500 MHz, CDCl3): delta 7.35 (dd, J1 = 7.6 Hz, J2 = 7.1 Hz, 2H), 7.30 (d, J = 7.3 Hz, 1H), 7.21 (d, J = 7.1 Hz, 2H), 4.69 (m, 1H), 4.20 (m, 2H), 3.83 (sextet, J = 6.9 Hz, 1H), 3.31 (dd, J1 = 13.4 Hz, J2 = 3.2 Hz, 1H), 2.78 (dd, J1 = 13.3 Hz, J2 = 3.6 Hz, 1H), 2.41 (dt, J1 = 7.7 Hz, J2 = 1.2 Hz, 2H), 2.19 (m, 1H), 1.81 (m, 1H), 1.24 (d, J = 6.9 Hz, 3H).

131685-53-5, As the paragraph descriping shows that 131685-53-5 is playing an increasingly important role.

Reference£º
Article; Girnys, Elizabeth A.; Porter, Vanessa R.; Mosberg, Henry I.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7425 – 7434;,
Oxazolidine – Wikipedia
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