Analyzing the synthesis route of 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.

497-25-6, Intermediate 46:2-[(frans-4-hydroxycyclohexyl)amino]-6-{[6-(2-oxo-1 ,3-oxazolidin-3-yl)-1 ,3- benzothiazol-2-yl]amino}-4-pyridinecarbaldehyde Under an atmosphere of nitrogen, a mixture of 2-[(6-bromo-1 ,3-benzothiazol-2-yl)amino]- 6-[(trans-4-hydroxycyclohexyl)amino]-4-pyridinecarbaldehyde [intermediate 44] (100mg, 0.224mmol) , 1 ,3-oxazolidin-2-one (58.4mg, 0.671 mmol), caesium carbonate (146mg, 0.45mmol) and copper(l) iodide (85mg, 0.45mmol) in dry Nu,Nu-dimethylformamide (3ml_) was thoroughly degassed by the repeated alternate application of vacuum and nitrogen pressure, then treated with Nu,Nu’-dimethylethylenediamine (0.095ml_, 0.89mmol) and heated at 1 10C for 1 hour. The mixture was cooled to ambient temperature, filtered and evaporated to dryness. The product was purified by chromatography on silica from 0 to 15% methanol in dichloromethane to afford the title compound (98mg, 0.216mmol, 97% yield). LCMS (Method A): Rt 0.78 minutes; m/z 454 (MH+).

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

Reference£º
Patent; GLAXO GROUP LIMITED; ALDER, Catherine Mary; BALDWIN, Ian Robert; BARTON, Nicholas Paul; CAMPBELL, Amanda Jennifer; CHAMPIGNY, Aurelie Cecile; HARLING, John David; MAXWELL, Aoife Caitriona; SIMPSON, Juliet Kay; SMITH, Ian Edward David; TAME, Christopher John; WILSON, Caroline; WOOLVEN, James Michael; WO2011/110575; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 497-25-6

As the paragraph descriping shows that 497-25-6 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.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.,497-25-6

[0528] General Procedure for Goldberg Reaction [0529] This protocol was performed according to conditions disclosed in Org. Lett. 2003, 5 (7), 963. [0530] To a suspension of copper(I) iodide (0.354 g, 1.86 mmol), potassium carbonate (7.35 g, 53.2 mmol) and (¡À)-trans-1,2-diaminocyclohexane (0.328 ml, 2.67 mmol) in dioxane, (15 ml) 9 (5 g, 26.7 mmol) and 10b (2.352 g, 27.01 mmol) were added and the reaction mixture was stirred at 100 C. for 20 h. Reaction mixture was cooled and filtered through silica gel pad with the help of EtOAc (150 ml). Filtrate was concentrated in vacuo to 11b 4.7 g (91%) [0531] Analogous coupling reactions performed according to the above procedure and utilising the appropriate coupling partners according to the schemes gave the following yields: 11a (81%), 11c (40%), 11d (55%), 24a (74%), 24b (64%) [0532] *The above reaction also works under the microwave conditions at 110 C. in 4 h to give 11 (50-90%).

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

Reference£º
Patent; Cambridge Enterprise Limited; Kapadnis, Prashant Bhimrao; Glen, Robert; Hiley, Robin; Bell, James; Spring, David; US2013/53372; (2013); A1;,
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: In a two-neck round-bottom flask equipped with a stir-bar, CuCl2 (0.2 equiv), oxazolidin-2-one (5.0 equiv), Na2CO3 or Cs2CO3 (2.0 equiv) and molecular sieve (4) were combined. The reaction flask was purged with oxygen for 15 min. A solution of pyridine (2.0 equiv) in dry toluene (0.2 M) was added to the reaction flask via a syringe at room temperature. Two balloons filled with oxygen were connected to the reaction flask via a needle. The flask was placed in an oil-bath and heated to 70 C. A solution of alkyne (1.0 equiv) in dry toluene was added over 4 h using a syringe pump. After the addition was completed, the reaction mixture was stirred at 70 C for 8 h and then cooled to room temperature. The crude mixture was concentrated under vacuum and the residue was purified by flash chromatography on silica gel., 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; Lingua, Hugo; Vibert, Francois; Mouysset, Dominique; Siri, Didier; Bertrand, Michele P.; Feray, Laurence; Tetrahedron; vol. 73; 25; (2017); p. 3415 – 3422;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 497-25-6

As the paragraph descriping shows that 497-25-6 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.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

497-25-6, Synthesis of (1R,2R) and (1S,2S)-methyl-3-(2-(4-chlorophenyl)-5′-fluoro-2-isopropyl-2′-oxospiro[cyclopropane-1,3′-indoline]-1′-yl)-5-(2-oxooxazolidin-3-yl)benzoate 3-bromo-5-((1S,2S)-2-(4-chlorophenyl)-5′-fluoro-2-isopropyl-2′-oxospiro[cyclopropane-1,3′-indoline]-1′-yl)benzoate, 3-bromo-5-((1R,2R)-2-(4-chlorophenyl)-5′-fluoro-2-isopropyl-2′-oxospiro[cyclopropane-1,3′-indoline]-1′-yl)benzoate (0.545 g, 1 mmol), 2-oxazolidone (0.105 g, 1.2 mmol), CuI (20 mg), and K2CO3 (0.276 g, 2 mmol) were placed in a Schlenk tube under Argon atmosphere and dissolved in dry acetonitrile. The N,N’-dimethyl-1,2-ethanediamine (21 muL, 20% equiv) was added into the mixture. The mixture was stirred at 80 C. for 14 hours. The solvent was removed in vacuo and the residue was purified by flash column chromatography to give the title compound as white powder (0.40 g, 73%). LC/MS m/e calcd. for C30H26ClFN2O5: 548, observed (M+H)+: 549.5

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

Reference£º
Patent; Chen, Li; Feng, Lichun; He, Yun; Huang, Mengwei; Yun, Hongying; US2011/144106; (2011); A1;,
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.

The carbamate (115 mmol) was added portion wise to stirred nitric acid (100%; 28 g; 444 mmol).The solution was evaporated to dryness on a steam bath. The product solidified on cooling; it was dried in vacuo and recrystallized from toluene (absolute. ethanol can also be used) to give the 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; Antonsen, Simen; Aursnes, Marius; Gallantree-Smith, Harrison; Dye, Christian; Stenstr¡ãm, Yngve; Molecules; vol. 21; 12; (2016);,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 497-25-6

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,497-25-6

General procedure: In a 250 cm3 two-neck round-bottom flask equipped with astir-bar, CuCl2(0.2 equiv.), nitrogen nucleophile (5 equiv.),and Na2CO3(2 equiv.) were combined. The reaction flask was purged with oxygen gas. A solution of pyridine(2 equiv.) in dry toluene (0.06 M) was added to the reactionflask and stirred at 70 C. After 0.5 h, a solution ofthe respective alkyne (1.0 equiv.) in dry toluene (0.033 M)was added to the flask over 4 h using a syringe pump. Afteraddition of alkyne/toluene solution, the reaction mixture wasallowed to stir at 70 C overnight. After cooling to r.t., thecrude mixture was concentrated under reduced pressure. Theresidue was purified by column chromatography on silicagel.

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

Reference£º
Article; Brutiu, Bogdan R.; Bubeneck, Wilhelm Andrei; Cvetkovic, Olivera; Li, Jing; Maulide, Nuno; Monatshefte fur Chemie; vol. 150; 1; (2019); p. 3 – 10;,
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.

497-25-6,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: In a two-neck round-bottom flask equipped with a stir-bar, CuCl2 (0.2 equiv), oxazolidin-2-one (5.0 equiv), Na2CO3 or Cs2CO3 (2.0 equiv) and molecular sieve (4) were combined. The reaction flask was purged with oxygen for 15 min. A solution of pyridine (2.0 equiv) in dry toluene (0.2 M) was added to the reaction flask via a syringe at room temperature. Two balloons filled with oxygen were connected to the reaction flask via a needle. The flask was placed in an oil-bath and heated to 70 C. A solution of alkyne (1.0 equiv) in dry toluene was added over 4 h using a syringe pump. After the addition was completed, the reaction mixture was stirred at 70 C for 8 h and then cooled to room temperature. The crude mixture was concentrated under vacuum and the residue was purified by flash chromatography on silica gel.

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

Reference£º
Article; Lingua, Hugo; Vibert, Francois; Mouysset, Dominique; Siri, Didier; Bertrand, Michele P.; Feray, Laurence; Tetrahedron; vol. 73; 25; (2017); p. 3415 – 3422;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 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.,497-25-6

A 48 mL pressure vessel containing 2-bromo-4-fluorobenzonitrile (1.00 g, 5.00 mmol), 2-oxazolidone (0.390 g, 4.50 mmol), K2CO3 (0.970 g, 7.0 mmol) and xantphos (0.231 g, 0.40 mmol) in dioxane (10 mL) was degassed with argon for 15 min. Pd2dba3 (0.140 g, 0.15 mmol) was introduced and then the reaction mixture was heated at 70 C. for 18 h. The mixture was cooled, diluted with dioxane, and then filtered through Celite. The resulting mixture was concentrated in vacuo and subjected to column chromatography on silica gel with hexanes:ethyl acetate (1:1) to (3:7) gradient as the eluent to afford the title compound as a white solid (0.460 g, 50% yield): 1H NMR (400 MHz, CDCl3) delta ppm: 7.73 (1H, dd, J=5.8, 8.6 Hz), 7.43 (1H, dd, J=2.5, 9.6 Hz), 7.11 (1H, ddd, J=2.5, 7.5, 8.7Hz), 4.60 (2H, t, J=7.1 Hz), 4.29 (2H, t, J=7.1 HJz); LCMS (+ESI, M+H+) m/z 207.

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

Reference£º
Patent; Bristol-Myers Squibb Company; US2007/111984; (2007); A1;,
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.

497-25-6,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.

Synthesis of (IR, 2R) and (IS, 2S)-methyl-3-(2-(4-chlorophenyl)-5′-fluoro-2- isopropyl-2′-oxospiro[cyclopropane-l,3′-indoline]-l’-yl)-5-(2-oxooxazolidin-3- yl)benzoate3-bromo-5-((l S,2S)-2-(4-chlorophenyl)-5′-fluoro-2-isopropyl-2′-oxospiro[cyclopropane- 1 , 3 ‘-indoline] – 1 ‘-yl)benzoate, 3 -bromo-5 -(( 1 R,2R)-2-(4-chlorophenyl)-5 ‘-fluoro-2- isopropyl-2′-oxospiro[cyclopropane-l,3′-indoline]-l’-yl)benzoate (0.545 g, 1 mmol), 2- oxazolidone (0.105 g, 1.2 mmol), Cul (20 mg), and K2C03 (0.276 g, 2 mmol) were placed in a Schlenk tube under Argon atmosphere and dissolved in dry acetonitrile. The N, N’- dimethyl- 1,2-ehtanediamine (21 L, 20%equiv) was added into the mixture. The mixture was strirred at 80 C for 14 hours. The solvent was removed in vacuo and the residue was purified by flash column chromatography to give the title compound as white powder (0.40 g, 73%). LC/MS m/e calcd. for C3oH26ClFN205: 548, observed (M+H)+: 549.5

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; HUANG, Mengwei; FENG, Lichun; HE, Yun; YUN, Hongying; WO2011/69298; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem