Heterocyclic Building Blocks-Oxazolidine

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A solution of (i?)-3-tert-butyl 4-methyl 2,2-dimethyloxazolidine-3,4-dicarboxylate (5 g, 19.3 mmol) in anhydrous diethyl ether was chilled in an ice bath and 1 M LiAlH4 in diethyl ether (38 mL, 38.6 mmol) was added dropwise under an N2 atmosphere. The reaction was allowed to warm to room temperature with stirring overnight. The reaction was quenched by slowly adding saturated aqueous Na2SO4 (5 mL). The slurry was filtered through a pad of Celite.The Celite pad was rinsed with EtOAc and the solution was dried in vacuo to yield (S)-tert-buty4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate (2.77 g, 12 mmol) as a clear oil.[M+H] calc’d for CnH2INO4, 232; found, 232., 108149-60-6

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 108149-60-6, if you are interested, you can browse my other articles.

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Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/97578; (2009); A1;,
Oxazolidine – Wikipedia
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90319-52-1, Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.(R)-4-Phenyloxazolidin-2-one, cas is 90319-52-1, below Introduce a new synthetic route.

General procedure: To a solution of 15a (19.0 g, 107 mmol) in THF (300 mL) cooled to -78 C was added n-butyllithium (47.2 mL, 118 mmol, 2.5 M solution in hexane) dropwise. The resulting solution was stirred at this temperature for 20 min before the dropwise addition of propionic anhydride (15.1 mL, 118 mmol). The cooling bath was removed, and the flask was allowed to slowly warm to room temperature and stir for an additional hour whereupon LCMS indicated reaction completion. The reaction was quenched with the addition of sat. NH4Cl. Volatiles were removed in vacuo, and the resulting residue was diluted with DCM. The layers were separated, and the organic layer was washed with water x 2, 1 M NaOH, brine, dried over MgSO4, filtered, and concentrated in vacuo to afford the desired product as a white solid (23.6 g, 94% yield). Spectral data were in accordance with reported literature values.3, 90319-52-1

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 90319-52-1, if you are interested, you can browse my other articles.

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Article; Reed, Carson W.; Fulton, Mark G.; Nance, Kellie D.; Lindsley, Craig W.; Tetrahedron Letters; vol. 60; 10; (2019); p. 743 – 745;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

We know that the rate of many reactions can be accelerated by catalysts. A catalyst speeds up the rate of a reaction by lowering the activation energy; in addition, the catalyst is regenerated in the process. 2346-26-1, name is Oxazolidine-2,4-dione,below Introduce a new synthetic route., 2346-26-1

WORKING EXAMPLE 40 In substantially the same manner as in Working Example 1, 4-benzyloxy-3,5-dimethoxycinnamaldehyde was condensed with 2,4-oxazolidinedione to obtain 5-[3-(4-benzyloxy-3,5-dimethoxy)cinnamilidene]-2,4-oxazolidinedione, which was recrystallized from ethyl acetate-hexane to give yellow prisms, m.p.181-182 C.

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 2346-26-1, if you are interested, you can browse my other articles.

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Patent; Takeda Chemical Industries, Ltd.; US5932601; (1999); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.(S)-4-Phenyloxazolidin-2-one, cas is 99395-88-7. Here is a downstream synthesis route of the compound 99395-88-7. 99395-88-7

To a solution of 69.0 g (615 mmol) of 5-hexynoic acid and 214 mL (1540 mmol) of triethylamine in 1.0 L of anhydrous tetrahydrofuran at -25C under an atmosphere of nitrogen was added 83.0 mL (677 mmol) of trimethylacetyl chloride over 20 min. Upon addition a white precipitate formed and the resulting suspension was stirred for 2 h. Next, 28.7 g (677 mmol) of anhydrous lithium chloride and 100.0 g (615.0 mmol) of (45)-4-phenyl-l,3-oxazolidin-2-one were added sequentially and the mixture was allowed to gradually warm to ambient temperature over 12 h. All volatiles were removed in vacuo and the residue was diluted with water (1 L) and extracted with ethyl acetate (3 x 300 mL). The combined organic layers were washed with brine (250 mL), dried over magnesium sulfate, filtered and concentrated in vacuo. The crude residue was purified by silica gel chromatography eluting with a 5-50% ethyl acetate in hexanes gradient to afford the title compound as a colorless solid (135 g, 85.4%). NMR (500 MHz, CDC13): delta 7.40-7.37 (m, 2H), 7.36-7.32 (m, 1H), 7.31-7.28 (m, 2H), 5.42 (dd, J= 8.9, 3.7 Hz, 1H), 4.69 (t, J- 8.9 Hz, 1H), 4.28 (dd, J- 9.2, 3.7 Hz, 1H), 3.13-3.02 (m, 2H), 2.24-2.21 (m, 2H), 1.94 (t, J= 2.6 Hz, 1 H), 1.84 (quintet, J- 7.1 Hz, 2H). LC-MS: m/z (ES) 258.2 (MH)+., 99395-88-7

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 99395-88-7, if you are interested, you can browse my other articles.

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Patent; MERCK SHARP & DOHME CORP.; NAGABUKURO, Hiroshi; EDMONDSON, Scott, D.; SINHAROY, Mary, Struthers; DENNEY, William, S.; FRENKL, Tara, L.; WO2011/43942; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

One of the major reasons is to use measurements of the macroscopic properties of a system, the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 95715-86-9, introduce a new downstream synthesis route., 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.

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 95715-86-9. We look forward to the emergence of more reaction modes in the future. 95715-86-9

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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

2346-26-1, A heterogeneous catalyst is a catalyst that is present in a different phase than the reactants. Such catalysts generally function by furnishing an active surface upon which a reaction can occur. 2346-26-1, name is Oxazolidine-2,4-dione, introduce a new downstream synthesis route as follows.

General procedure: Into a 25-mE round-bottom flask, were placed a solution of (Z)-5-(2-(6-(8-fluoronaphthalen-2-yl)-2- methoxypyridin-3-yl)-3-methylbutylidene)oxazolidine-2,4- dione (60 mg, 0.143 mmol, 1.00 equiv.), Nal (44 mg, 0.294 mmol, 2.00 equiv.) in CH3CN (8 mE), then TMSC1 (32 mg, 0.295 mmol, 2.00 equiv.) was added. The resulting solution was stirred for 3.5 h at 30 C., and the reaction was monitored by ECMS. MeOH (0.5 mE) was added to the mixture and the mixture was stirred for 10 minutes at room temperature. The resulting mixture was evaporated under reduced pressure. The residual was purified by Prep-HPEC with the following conditions: (1waters2767-5): Column, SunFire Prep C18, 19*150 mm 5 umH PrepC-001(T) 18600256819513816414 04; mobile phase, Phase A: water with 0.05% NH4HCO3 Phase B: CH3CN (27% CH3CN up to 33% in 10 mm, up to 95% CH3CN in 0.1 mm, hold 95% in 1.9 mm, down to 27% CH3CN in 0.1 mm, hold 27% in 1.9 mm); Detector, UV220 & 254 nm to yield (Z)-5-(2-(6- (8-fluoronaphthalen-2-yl)-2-oxo- 1 ,2-dihydropyridin-3-yl)- 3-methylbutylidene)oxazolidine-2,4-dione obtained as a white solid.10393] ?H NMR (300 MHz, CD3OD) oe: 8.35 (s, 1H),8.01-8.04 (m, 1H), 7.79-7.83 (m, 1H), 7.71-7.74 (m, 1H),7.47-7.59 (m, 2H), 7.22-7.28 (m, 1H), 6.74 (d, J=7.2 Hz,1H), 6.35 (d, J=10.8 Hz, 1H), 3.50-3.72 (m, 1H), 2.31-2.42(m, 1H), 0.98 (d, J=6.6 Hz, 3H), 0.88 (d, J=7.5 Hz, 3H). ?9FNMR (300 MHz, CD3OD) oe: -77.17-124.47. Mass spectrum (ESI, mlz): Calculated for C23H,9FN204, 407.1 [M-2.14CF3COOH+H], found 407.1.

A chemical reaction often occurs in steps, although it may not always be obvious to an observer. Thank you very much for taking the time to read this article. If you are also interested in other aspects of 2346-26-1, you can also browse my other articles.

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Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (184 pag.)US2019/47960; (2019); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

One of the major reasons is to use measurements of the macroscopic properties of a system, the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 1121-83-1, introduce a new downstream synthesis route., 1121-83-1

The synthesis of 5,5-Dimethyl-oxazolidin-2-one as depicted in the above scheme followed the procedures disclosed in: Bull, S. D.; Davies, S. G.; Jones, S.; Sanganee, H. J. J. Chem. Soc. Perkin Trans. 1 1999, 4, 387.To a 250 mL dry round bottom flask were added 5,5-dimethyl-oxazolidin-2-one (5.10 g, 44.3 mmol), triphosgene (5.26 g, 17.7 mmol) and anhydrous THF (80 mL). The mixture was stirred in an ice-water bath, then triethylamine (8.6 mL, 62.0 mmol) was added slowly. The resulting mixture was stirred at room temperature overnight. The reaction mixture was filtered and the filtrate was concentrated. To the residue was added 2,6-difluoro-4-hydroxybenzaldehyde (5.03 g, 31.9 mmol) and 80 mL of CH2Cl2. The resulting solution was cooled in an ice-water bath, then triethylamine (6.0 mL, 42.5 mmol) was added. After stirring at room temperature for 7 hours, water (100 mL) was added to the reaction mixture. The CH2Cl2 layer was separated, and the aqueous layer was extracted continually with CH2Cl2 (50 mL¡Á3). The combined CH2Cl2 solution was dried over Na2SO4. After removal of the solvent, the residue was purified with a silica gel chromatography (heptane/ethyl acetate, gradient eluting) to give 3,5-difluoro-4-formylphenyl 5,5-dimethyl-2-oxooxazolidine-3-carboxylate (6.9 g) as a pale yellow crystal. Yield: 52%. 1H NMR (CDCl3, 300 MHz): delta=10.39 (s, 1H), 7.09 (d, J=9.0 Hz, 2H), 3.97 (s, 2H), 1.67 (s, 6H).

1121-83-1, This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 1121-83-1. We look forward to the emergence of more reaction modes in the future. 1121-83-1

Reference£º
Patent; WARNER CHILCOTT COMPANY, LLC; US2011/98251; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.(S)-4-Phenyloxazolidin-2-one, cas is 99395-88-7, below Introduce a new synthetic route.

(S) -3-oxo-3- (2-oxo-4-phenyloxazolin-3-yl)Propionic acidEthyl ester,The structure is as follows:In a 500 ml three-necked flask,Join(S) -4-phenyl-2-oxazolone(0.122 mol, 1 eq.) AndDichloromethane 200 ml,Cooling to between 0 and 10 C,16 g (0.146 mol, 1.2 eq.) Of the TMSCl starting material was added,The mixture was stirred at 0 to 10 C for 30 minutes,15.4 g (0.152 mol, 1.25 eq.) Of triethylamine was added dropwise,Dropping process control material temperature between 0 ~ 10 ,After completion of the dropwise addition,Stirring was continued at 0 to 10 C for 2 hours((S) -4-phenyl-2-oxazolone TLC detection reaction was completed (TLC detection conditions:Petroleum ether / ethyl acetate = 2/1).Then 36.8 g was addedMalonic acidMonoethyl ester chloride (0.245 mol, 2 eq.) Was added dropwiseProcess control of material temperature at0 to 10 C,After completion of the dropwise addition,0.2 g of anhydrous tetrabutylammonium fluoride (TBAF,Gt; mmol, 0.005 eq.),The reaction solution was stirred at room temperature for 2 to 5 hours.After completion of the reaction,The reaction solution was poured into 200 mlIce-water, and the mixture was stirred at room temperature for 30 minutes,The organic phase was separated and the organic phase was washed with 10% sodium carbonate solution,The organic phase was separated and the organic phase was evaporated to dryness to give a crude product. To the crude product was added 100 ml of isopropanolStirred at 20 to 25C for 2 hours, and suction-filtered to obtain a white solid powder, which was dried to obtain 30.4 g of the product compound,Yield 90%,

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 99395-88-7, if you are interested, you can browse my other articles.

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Patent; Shanghai Heng Sheng Pharmaceutical Co., Ltd; Wang, Xilin; Ding, Zunliang; Wu, Huafeng; Zhang, Qingyun; (10 pag.)CN105439929; (2016); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism., 695-53-4, If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 695-53-4, name is 5,5-Dimethyloxazolidine-2,4-dione. A new synthetic method of this compound is introduced below.

695-53-4, General procedure: To a solution of 4-methoxybenzoyl chloride (0.307 g, 1.80 mmol) in dry THF (6.6 mL) was added a solution of triethylamine (1.80-2.7 mmol) in dry THF (0.4 mL). After stirring for 10 min at room temperature, the appropriate oxazolidine-2,4-dione (2.7 mmol of crude 7a or 1,16 mmol of 5,5-dimethyloxazolidinedione or 7b) was added to the reaction mixture and the resulting solution was refluxed for 17-20 h. The synthesis of 4g was monitored by 1H-NMR. After filtration of the reaction mixture, the solvent was evaporated and the residue obtained was purified by chromatography or by recrystallization.

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Article; Santana, Ana Bela; Lucas, Susana D.; Goncalves, Lidia M.; Correia, Henrique F.; Cardote, Teresa A.F.; Guedes, Rita C.; Iley, Jim; Moreira, Rui; Bioorganic and Medicinal Chemistry Letters; vol. 22; 12; (2012); p. 3993 – 3997;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

One of the major reasons is to use measurements of the macroscopic properties of a system, the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 108149-63-9, introduce a new downstream synthesis route., 108149-63-9

tert-Butyl (4R)-4-{ [(4-chlorophenyl)sulfanyl] methyl}-2,2-dimethyl-l ,3- oxazolidine-3-carboxylate (K.1). Step 1. Methanesulfonyl chloride (0.40 ml, 5.19 mmol) was added dropwise to a stirred solution of tert-butyl (45)-4-(hydroxymethyl)-2,2-dimethyl-l,3- oxazolidine-3-carboxylate [prepared as for its enantiomer, Dondoni, et al.13] (1.00 g, 4.32 mmol) and triethylamine (1.22 ml, 8.65 mmol) in CH2CI2 (15 mL) at 0 C. The mixture was warmed to rt and stirred for 20 min then washed with sat aHC03 (3 x 5 mL), dried, and the solvent evaporated to give the crude mesylate as an oil (1.22 g, 3.94 mmol)., 108149-63-9

108149-63-9, This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 108149-63-9. We look forward to the emergence of more reaction modes in the future. 108149-63-9

Reference£º
Patent; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; SCHRAMM, Vern, L.; CLINCH, Keith; GULAB, Shivali, Ashwin; WO2015/123101; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem