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.

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).

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

Reference£º
Patent; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; SCHRAMM, Vern, L.; CLINCH, Keith; GULAB, Shivali, Ashwin; WO2015/123101; (2015); A1;,
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Brief introduction of 145589-03-3

The synthetic route of 145589-03-3 has been constantly updated, and we look forward to future research findings.

145589-03-3, (R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of hexyllithium 2.3 M in hexane (18.3 ml, 42.1 mmol) is added at 0 C. and under nitrogen to a solution of diisopropylamine (5.19 ml, 42.1 mmol) in anhydrous tetrahydrofuran (10 ml). After 15 minutes the solution is cooled to -78 C. and a solution of (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one (compound (XV), 10 g, 38.3 mmol), in THF (5 ml) is added dropwise. After 45 minutes at -78 C., tert-butylbromoacetate (10.7 ml, 72.7 mmol) is added. The temperature is raised to 20 C. in 4 hours, then a saturated solution of ammonium chloride (50 ml) is added, the tetrahydrofuran is evaporated and the suspension thus obtained is extracted twice with ethyl acetate (2*100 ml). The combined organic phases are washed with 0.5N HCl, brine and are dried over sodium sulphate. After evaporating the solvent in a rotary evaporator, 16.48 g of raw product are obtained (orange-coloured solid), which is purified by flash chromatography (8:2 cyclohexane/ethyl acetate), obtaining 6.1 g of product as white solid (yield 50%). Alternatively the product can be purified by crystallizing the raw reaction product from isopropanol. 1H NMR (300 MHz, CDCl3, 298K) delta 7.37-7.20 (m, 5H), 4.70-4.60 (m, 1H), 4.20-4.08 (m, 3H), 3.35-3.25 (dd, J=13.5 Hz, 3.1 Hz.1H), 2.85-2.75 (dd, J=28.9, 10.1 Hz, 1H), 2.75-2.65 (dd, J=13.8, 10.11 Hz, 1H), 2.47-2.37 (dd, J=16.8 Hz, 3.1 Hz, 1H), 2.01-1.91 (m, 1H), 1.45-1.35 (s, 9H).1.05-0.95 (d, J=6.7 Hz, 3H), 0.95-0.85 (d, J=6.7 Hz, 3H). 13C NMR (75 MHz, CDCl3, 298K) delta 176.8, 173.1, 154.4, 137.1, 130.5, 130.2, 178.3, 81.6, 66.9, 57.0, 45.4, 38.5, 34.6, 31.1, 29.2, 21.7, 19.5.

The synthetic route of 145589-03-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chemo Iberica, S.A.; Taddei, Maurizio; Russo, Adele; Cini, Elena; Riva, Renata; Rasparini, Marcello; Carcone, Luca; Banfi, Luca; Vitale, Romina; Roseblade, Stephen; Zanotti-Gerosa, Antonio Carlo; US2013/71899; (2013); A1;,
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Downstream synthetic route of 2346-26-1

As the paragraph descriping shows that 2346-26-1 is playing an increasingly important role.

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

To a rapidly stirred solution of lithium chloride (510 mg, 12.030 mmol, 3.00 equiv.) and oxazolidine-2,4-dione (380 mg, 3.760 mmol, 1.00 equiv.) in THF (8 mL) under N2 atmosphere at -78 C. was added t-BuLi (7.5 mL, 12.00 mmol, 3.00 equiv) dropwise. The reaction mixture was stirred at -78 C. for 20 minutes then warmed up to 0 C. for 5 minutes. The mixture was recooled to -78 C. and a solution of 2-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-3-methylbutanal (400 mg, 1.186 mmol, 0.30 equiv.) in THF (4 mL) was added. The reaction was stirred at -78 C. for 30 minutes. The reaction was monitored by TLC. Saturated aq. NH4Cl was added and the mixture was extracted with EtOAc, and the combined organic layer. The organic layer was dried over Na2SO4 and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (DCM/MeOH=20:1) to yield 5-(2-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-1-hydroxy-3-methylbutyl)oxazolidine-2,4-dione as a white solid. Mass spectrum (ESI, m/z): Calculated for C24H23FN2O5, 439.2 (M+H), found 439.1.

As the paragraph descriping shows that 2346-26-1 is playing an increasingly important role.

Reference£º
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (179 pag.)US2019/47959; (2019); A1;,
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Simple exploration of 2346-26-1

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

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

C. 3-Triphenylmethyl-2,4-oxazolidinedione To a solution of 600 mg of 2,4-oxazolidinedione and 601 mg of triethylamine in 7.0 ml of chloroform was added 1.66 g of triphenyl chloromethane and the reaction mixture stirred at room temperature for 30 minutes. The resulting mixture was dissolved in 250 ml of ethyl acetate and washed with water (3*50 ml) and brine (2*20 ml) and dried over sodium sulfate. Removal of the solvent gave 1.8 g of the desired product.

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

Reference£º
Patent; Pfizer Inc.; US5498621; (1996); A;,
Oxazolidine – Wikipedia
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New learning discoveries about 99395-88-7

As the paragraph descriping shows that 99395-88-7 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.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: n-Butyl lithium (11 mmol, 1.1 eq) was added to a solution of the chiral 4-substituted 1,3-oxazolidin-2-one (10 mmol, 1 eq) in THF (100 mL) at -78 C. After 15 min of stirring at -78 oC, cinnamoyl chloride (11 mmol, 1.1 eq ) was added in dropwise. The mixture was stirred at -78 C for a further 30 min then at 0 C for 15 min, the reaction was quenched with saturated NH4Cl aqueous solution and the resultant slurry was concentrated in vacuo. The residue was diluted with EA and washed with brine. The organic layer was dried over MgSO4, filtered and the solvent removed under reduced pressure to yield the crude product. The crude product was purified by silica flash column chromatography.

As the paragraph descriping shows that 99395-88-7 is playing an increasingly important role.

Reference£º
Article; Zhi, Wubin; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng; Tetrahedron Letters; vol. 59; 6; (2018); p. 537 – 540;,
Oxazolidine – Wikipedia
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Brief introduction of 108149-63-9

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

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

a) (S)-4-(Benzothiazol-2-ylsulfanyl-methyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester To a stirred, cooled (00C) solution of (R)-4-hydroxymethyl-2,2-dimethyl-oxazolidine-3- carboxylic acid tert-butyl ester (1.36 g; CAS 108149-65-1), 2-mercaptobenzothiazole (1.48 g) and triphenylphosphine (2.32 g) in THF (80 ml) under an argon atmosphere was added diethyl azodicarboxylate (4.1 ml; 40% solution in toluene). The mixture (soon turning to a yellow suspension, slowly warming up to r.t.) was stirred for 18 h overnight, then diluted with EtOAc and washed with sat. aq. Na2CO3. The aqueous phase was back extracted with EtOAc. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated. The crude product was purified by column chromatography (Sitheta2; gradient: cyclohexane -> cyclohexane/EtOAc 85:15) to give (S) -4- (benzothiazol-2-ylsulfanyl-methyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (2.0 g) as light yellow viscous oil.

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/92785; (2008); A1;,
Oxazolidine – Wikipedia
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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.

A solution of 3-tert-butyl 4-methyl (4S)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate (10 g, 38.565 mmol, 1.00 equiv), NaBH4 (2.92 g, 77.130 mmol, 2.00 equiv), MeOH (30 mL), and CaCl2 (12.84 g, 115.695 mmol, 3.00 equiv) in THF (150 mL) was stirred for 1 h at RT. The reaction was quenched by the addition of 30 mL of water, extracted with 3¡Á100 mL of EtOAc, dried over anhydrous sodium sulfate and concentrated under vacuum to afford 9.38 g of the title compound as a yellow oil LCMS (ESI, m/z): 232.15 [M+H]+.

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

Reference£º
Patent; Ribon Therapeutics Inc.; Vasbinder, Melissa Marie; Schenkel, Laurie B.; Swinger, Kerren Kalai; Kuntz, Kevin Wayne; (410 pag.)US2019/330194; (2019); A1;,
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Some tips on 99395-88-7

99395-88-7 (S)-4-Phenyloxazolidin-2-one 730424, aoxazolidine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: n-Butyllithium (1.15mL, 1.0equiv, 2.3M in hexanes) was added to a cooled until -75C solution of the corresponding oxazolidinone (2.6mmol) in anhydrous THF (12mL), then the resulting solution was warmed to -30C and stirred for 20min. At the same temperature, a solution of cinnamoyl chloride (1.0equiv) in anhydrous THF (7mL) was added dropwise and then allowed to rise to at room temperature and left overnight with continuous stirring. After work-up with 10% NH4Cl (15mL), the organic layer was separated and the aqueous layer was extracted with ethyl acetate (2¡Á25ml). The combined organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure. The crude products were purified by chromatography or crystallized from appropriate solvents.

99395-88-7 (S)-4-Phenyloxazolidin-2-one 730424, aoxazolidine compound, is more and more widely used in various.

Reference£º
Article; Leitis, Zigm?rs; L?sis, Viesturs; Tetrahedron Asymmetry; vol. 27; 17-18; (2016); p. 843 – 851;,
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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

WORKING EXAMPLE 16 In substantially the same manner as in Working Example 11, 4-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-propoxycinnamaldehyde was condensed with 2,4-oxazolidinedione. The condensate was subjected to catalytic hydrogenation to yield 5-[3-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-propoxyphenyl]propyl]-2,4-oxazolidinedione, which was recrystallized from ethyl acetate-ether to give colorless needles, m.p.119-120 C.

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

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

 

Downstream synthetic route of 2346-26-1

As the paragraph descriping shows that 2346-26-1 is playing an increasingly important role.

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

WORKING EXAMPLE 18 A mixture of 2-[5-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]pentyl]-1,3-dioxolan (3.6 g), 2,4-oxazolidinedione (1.7 g), piperidine (0.72 g) and acetic acid (50 ml) was stirred for 16 hours under reflux. The reaction mixture was concentrated under reduced pressure, which was dissolved in ethyl acetate. The solution was successively washed with a saturated aqueous solution of sodium hydrogencarbonate, water, 1N HCl and water, followed by drying (MgSO4). The ethyl acetate layer was concentrated under reduced pressure, which was subjected to column chromatography on silica gel. From the fraction eluted with chloroform-methanol (50:1), was obtained 5-[6-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]hexylidene]-2,4-oxazolidinedione as an oily product. The oily product was dissolved in tetrahydrofuran (THF) (80 ml), to which was added palladium-carbon (5%, 1.0 g). The mixture was subjected to catalytic hydrogenation under 1 atmospheric pressure at room temperature. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The concentrate was subjected to column chromatography on silica gel. From the fraction eluted with chloroform-methanol (50:1), was obtained 5-[6-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]hexyl]-2,4-oxazolidinedione, which was recrystallized from ethyl acetate-isopropyl ether to give colorless prisms, m.p.113-117 C.

As the paragraph descriping shows that 2346-26-1 is playing an increasingly important role.

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