Some tips on 2346-26-1

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.

1.10 g (4.67 mmol) of (4-isoquinolin-4-ylphenyl)methanol, obtained in step 10.1., are dissolved in 10 ml of chloroform and 1.4 ml (19 mmol) of thionyl chloride are added dropwise. The mixture is stirred at ambient temperature overnight and the filtrate is concentrated to dryness under reduced pressure. The residue is coevaporated with two times 10 ml of dichloroethane. The residue is taken up in 15 ml of tetrahydrofuran. 0.56 g (5.54 mmol) of 1,3-oxazolidine-2,4-dione are added, followed dropwise by a solution of 1.60 g (13.9 mmol) of 1,1,3,3-tetramethylguanidine in 5 ml of tetrahydrofuran. The mixture is heated at reflux overnight. It is cooled to ambient temperature. 20 ml of iced water and 100 ml of ethyl acetate are added. After they have settled, the phases are separated. The organic phase is washed with three times 10 ml of water and 20 ml of saturated aqueous sodium chloride solution. It is dried over sodium sulphate and the filtrate is concentrated under reduced pressure. The residue is purified by chromatography on silica gel, eluting with a 50/50 then 40/60 mixture of cyclohexane and ethyl acetate. This gives 0.84 g of product in the form of a solid yellow foam. m.p. ( C.): 65 C.

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

 

Analyzing the synthesis route of 131685-53-5

The synthetic route of 131685-53-5 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.131685-53-5,(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

To a solution of S-(+)-4-benzyl-3-propionyl-2-oxazolidinone (100 mg, 429 mumol) in CH2Cl2 (3.0 mL),TiCl4 (60 muL) and N,N,N?N?-tetramethylethylenediamine (160 muL, 1.07 mmol) were added at 0 C under Ar. Cinnamaldehyde (60 muL, 470 mumol) was added and the mixture was stirred at 0 C for 90 min. A saturated NH4Cl aqueous solution (1.0 mL) was added and the suspension was filtered through a Celite pad under suction. After the filtrate was suspended in H2O (15 mL), it was extracted with EtOAc (20 mL ¡Á2).The combined organic solution was washed with brine, dried over MgSO4, and then concentrated in vacuo. Silica gel column chromatography of the residue (EtOAc:hexane = 30:70) gave the aldol adduct (30.0 mg, 85%) as a white, amorphous solid. 1H-NMR (CDCl3) delta 1.26 (3H, d, J = 7.0 Hz), 2.71 (1H, dd, J = 9.5, 13.5Hz), 2.79 (1H, d, J = 7.3 Hz, exchangeable), 3.28 (1H, dd, J = 3.4, 13.5 Hz), 4.15 (1H, dd, J = 3.4, 9.5 Hz), 4.20 (1H, t, J = 9.1 Hz), 4.47 (1H, ddd, 1.0, 7.3, 14.3 Hz), 4.70 (1H, m), 6.29 (1H, dd, J = 7.3, 16.0 Hz), 6.67 (1H, dd, J = 1.0, 16.0 Hz), 7.16-7.41 (10H, aromatic protons). The 1H-NMR spectrum is in accordance with the spectrum reported by Evans.4, 131685-53-5

The synthetic route of 131685-53-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ito, Atsushi; Kumagai, Ikuya; Maruyama, Miku; Maeda, Hayato; Tonouchi, Akio; Nehira, Tatsuo; Kimura, Ken-Ichi; Hashimoto, Masaru; Tetrahedron Letters; vol. 57; 10; (2016); p. 1117 – 1119;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 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.

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.

Step 2: (S)-tert-Butyl 4-((4-bromo-2-chIoro-6-methylphenoxy)methyl)-2,2- dimethyIoxazolidine-3-carboxylate (23). To a solution of compound 22 (4 g, 18 mmol), intermediate 2 (4.8 g, 21.7 mmol) and triphenylphosphine (7.0 g, 27 mmol) in DCM (80 mL) was added diisopropylazodicarboxylate (5.4 g, 27 mmol). The reaction mixture was stirred at RT for 3 h. Water was added and the product was extracted with DCM. Purification by flash column chromatography gave the desired product 23 (5.8 g, 73%)., 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; EXELIXIS, INC.; XU, Wei; (106 pag.)WO2017/4608; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 147959-19-1

147959-19-1, 147959-19-1 (S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate 10586317, aoxazolidine compound, is more and more widely used in various fields.

147959-19-1, (S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) (S)-2,2-Dimethyl-4-((R)-3,3,3-trifluoro-2-hydroxy-propyl)-oxazolidine-3-carboxylic acid tert- butyl ester and (S)-2,2-Dimethyl-4-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-oxazolidine-3- carboxylic acid tert-butyl esterTo a cooled, stirred solution of (S)-2,2-Dimethyl-4-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid tert-butyl ester (4.35 g, CAS 147959-19-1) and (trifluoromethyl)trimethylsilane (2.7 ml) in THF (50 ml) at 0 C was added dropwise tetrabutylammonium fluoride solution (1.8 ml, 1 M solution in THF). The reaction mixture was allowed to warm to room temperature and then stirred for a further 30 min. The mixture was then diluted with 2 N aq. HC1 (50 ml) and stirring was continued for a further 30 min. The mixture was extracted twice with ethyl acetate and the combined organic phases were dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (Si02; gradient: heptane/EtOAc) to give (S)-2,2- dimethyl-4-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-oxazolidine-3-carboxylic acid tert-butyl ester as a colourless viscous oil (1.6 g, 28%, fractions eluting first) and (S)-2,2-dimethyl-4-((R)-3,3,3- trifluoro-2-hydroxy-propyl)-oxazolidine-3-carboxylic acid tert-butyl ester as a colourless viscous oil (2.0 g, 36%, fractions eluting last).

147959-19-1, 147959-19-1 (S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate 10586317, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GALLEY, Guido; NORCROSS, Roger; POLARA, Alessandra; WO2011/57973; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 108149-63-9

The synthetic route of 108149-63-9 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.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: Methanesulfonyl chloride (0.26 mL, 3.33 mmol) was added to a solution of tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (11 I, 0.7 g, 3.03 mmol, prepared as for its enantiomer54) and Et3N (0.68 mL, 4.84 mmol) in CH2Cl2 (10 mL) at 0 oC. After 30 min the mixture was washed with aq. NaHCO3 (sat., 3 x 5 mL), dried and the solvent evaporated. The residue was dissolved in DMF (8 mL) and sodium thiomethoxide (0.42 g,6.05 mmol) added. After stirring at rt for 1 h, Et2O (100 mL) was added and the mixture washed with H2O (4 x 10 mL), brine then dried and the solvent evaporated. The residue was chromatographed (EtOAc-hexanes, 5:95) to give 12 I as a colourless oil (0.59 g, 75%)., 108149-63-9

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

Reference£º
Article; Clinch, Keith; Evans, Gary B.; Froehlich, Richard F.G.; Gulab, Shivali A.; Gutierrez, Jemy A.; Mason, Jennifer M.; Schramm, Vern L.; Tyler, Peter C.; Woolhouse, Anthony D.; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5181 – 5187;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 497-25-6

The synthetic route of 497-25-6 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.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: A Schlenk tube was charged with aryl bromide(1 mmol), oxazolidone(1.2 mmol), N,N-dimethylglycine(10.3mg, 0.1 mmol), recrystallized CuI(9.5mg, 0.05 mmol) and K2CO3(276mg, 2 mmol). The tube was evacuated and backfilled with argon(3 times) before dry DMF(0.5 ml) was added. The reaction mixture was stirred at 120 C until the corresponding aryl bromidewas completely consumed as monitored by TLC. The reaction mixture was extracted with ethyl acetate. The organic layer was washed with H2O and brine, and dried by Na2SO4. Removal of solvent in vacuo and purified by column chromatography on silica gel to provide the desired product., 497-25-6

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Jiaojiao; Zhang, Yihua; Jiang, Yongwen; Ma, Dawei; Tetrahedron Letters; vol. 53; 31; (2012); p. 3981 – 3983;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 80-65-9

The synthetic route of 80-65-9 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.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%.

The synthetic route of 80-65-9 has been constantly updated, and we look forward to future research findings.

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

 

Simple exploration of 7517-99-9

7517-99-9 5-(Hydroxymethyl)oxazolidin-2-one 10290773, aoxazolidine compound, is more and more widely used in various fields.

7517-99-9, 5-(Hydroxymethyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7517-99-9, To a stirred solution of TBDMS-C1 (5.74 g, 0.0384 mol), imidazole (3.4 g, 0.0512 mol), DMAP (0.31 g, 0.0025 mol) in DMF (15 mL), cooled to 0C, 5- (hydroxymethyl)oxazolidin-2-one (3 g, 0.0256 mmol) in DMF (15 mL) was added and stirred at 25 C for 2 h. After completion of the reaction, reaction mixture was quenched with water and extracted with ethyl acetate (3x 150ml). The separated organic layer was washed with water, brine, dried over Na2S04, filtered and concentrated under reduced pressure. It was purified by column chromatography on silica gel (230-400 mesh, 20-25% ethyl acetate in pet ether) to obtain lla (3.6 g, 61%); LC-MS Calculated for CioH2iNO3Si, 231.37, Observed 232.1. 1H 1H NMR (400 MHz, CDCl3): ?5.11 (s, 1H), 4.72-4.66 (m, 1H), 3.86-3.82 (m, 1H), 3.79-3.76 (m, 1H), 3.66-3.62 (m, 1H), 3.58-3.55 (m, 1H), 0.91 (s, 9H), 0.11 (s, 6H).

7517-99-9 5-(Hydroxymethyl)oxazolidin-2-one 10290773, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; BUGWORKS RESEARCH INDIA PVT LTD; PEER MOHAMED, Shahul Hameed; BHARATHAM, Nagakumar; KATAGIHALLIMATH, Nainesh; SHARMA, Sreevalli; NANDISHAIAH, Radha; RAMACHANDRAN, Vasanthi; VENKATARAMAN, Balasubramanian; (221 pag.)WO2018/225097; (2018); 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

 

Analyzing the synthesis route of 452339-73-0

The synthetic route of 452339-73-0 has been constantly updated, and we look forward to future research findings.

452339-73-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.452339-73-0,(R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

A solution of (5R)-5-(2, 2-DIMETHYL4H-1, 3-BENZODIOXIN-6-YL)-1, 3-OXAZOLIDIN-2-ONE (2.73g) (WO 02/066422) in DMF (25ML) under nitrogen was treated with sodium hydride (60% dispersion in mineral oil, 526mg) and the mixture stirred at 20 for 15MIN. A solution of {4- [(6-BROMOHEXYL) oxy] -1, 1-dimethylbutyl} benzene (4.117g) in DMF (5ml) was added and the mixture was stirred at 20 for 3h. Phosphate buffer solution (pH 6.5, 25ml) and water (50ML) were added and the mixture was extracted with EtOAc. The extract was washed with water and dried (NA2SO4). The solvent was evaporated in vacuo and the residue purified by flash chromatography on silica gel. Elution with EtOAc-cyclohexane (2: 3) gave the title compound (5. 234G). LCMS RT = 4. 10MIN.

The synthetic route of 452339-73-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/37768; (2004); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem