Heterocyclic Building Blocks-Oxazolidine

452339-73-0, (R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of (5R)-5-(2, 2-dimethyl-4H-1, 3-benzodioxin-6-yl)-1, 3-oxazolidin-2-one (4 G) in DMF (25 ml) was added to a suspension of sodium hydride (60% oil dispersion, 1.32 g) in DMF (10 ml) at 0 C and the mixture was stirred for 10 min. A solution of 6-bromohexyl but-3-ynyl ether (5 g) in DMF (15 ml) was added and the cooling bath was removed. The mixture was stirred for 18 h and then concentrated under reduced pressure. The residue was purified by column chromatography on flash silica gel eluting with heptane-ether (2: 1) and then with neat ether to give the title compound (5.8 g). LCMS RT = 3.26 min.

452339-73-0, 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; WO2004/39762; (2004); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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

Example 101; (R) and (S)-3-(5′-fluoro-2,2-dimethyl-2′-oxospiro[cyclopropane-l,3,-indoline]-l,-yl)- 5-(2-oxooxazolidin-3-yl)benzoic acid; Synthesis of methyl-3-bromo-5-(2-oxooxazolidin-3-yl)benzoate; A suspension of 3-bromo-5-iodo-benzoic acid methyl ester (682 mg, 2 mmol), oxazolidin- 2-one (191 mg, 2.2 mmol), Cul (76 mg, 0.4 mmol), potassium carbonate (545mg, 4mmol) and N, N’ -dimethyl-ethane- 1,2-diamine (86uL, 0.8mmol) in acetonitrile (15 mL) was stirred for 16 hours at 90C. The precipitate was filtered off and washed with ethyl acetate. The filtrate was concentrated in vacuo to afford 3-bromo-5-(2-oxo-oxazolidin-3-yl)-benzoic acid methyl ester (480 mg, 80%) which was used for next step without further purification., 497-25-6

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

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

To a solution of (S)-2, 2-Dimethyl-oxazolidine-3, 4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester (435 mg, 1.678 mmol) in THF (5 ml) under nitrogen atmosphere was added 1 N-LiAIH4 (5 ml, 5.033 mmol) at degrees C and the mixture was stirred at room temperature for 1 h. The mixture was quenched with water and 10% NaOH solution, filtered through celite. The filtrate was diluted with EtOAc and washed with brine, dried over MgS04, filtered, and concentration in vacuo. The obtained residue was purified by flash chromatography eluting with 5: 1 Hexane/Ethyl acetate to give the (R)-4-Hydroxymethyl-2, 2-dimethyl- oxazolidine-3-carboxylic acid ter-butyl ester (383 mg, 99%) as a white solid. To a solution of (R)-4-Hydroxymethyl-2, 2-dimethyl-oxazolidine-3-carboxylic acid ter-butyl ester (383 mg, 1.656 mmol) in anhydrous pyridine (4 ml) under nitrogen atmosphere was added tosyl chloride (631 mg, 3.312 mmol) at 0 degrees C and the mixture was stirred for 24 h. The reaction mixture was concentrated under reduced pressure and diluted with EtOAc, washed with brine, dried over MgS04, filtered, and concentrated. Recrystallization from EtOAc-n-hexane to give the title compound (554 mg, 87%). 1H-NMR (300MHz, CDCI3) : 1.40 (s, 9H), 1.54 (s, 3H), 2.45 (s, 3H), 3.78-4. 20 (m, 5H), 7.40 (d, 2H), 7.81 (d, 2H); MS (ESI+) : 408 ([M+Na] +).

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; CHUGAI SEIYAKU KABUSHIKI KAISHA; WO2005/87700; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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, Synthesis of methyl-3-bromo-5-(2-oxooxazolidin-3-yl)benzoateA suspension of 3-bromo-5-iodo-benzoic acid methyl ester (682 mg, 2 mmol), oxazolidin-2-one (191 mg, 2.2 mmol), CuI (76 mg, 0.4 mmol), potassium carbonate (545 mg, 4 mmol) and N,N’-dimethyl-ethane-1,2-diamine (86 uL, 0.8 mmol) in acetonitrile (15 mL) was stirred for 16 hours at 90 C. The precipitate was filtered off and washed with ethyl acetate. The filtrate was concentrated in vacuo to afford 3-bromo-5-(2-oxo-oxazolidin-3-yl)-benzoic acid methyl ester (480 mg, 80%) which was used for next step without further purification.

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

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.

(S)-4-Formyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester Add dropwise over 2 hours a solution of pyridine sulfur trioxide (390 g, 2452.83 mmol) in dimethylsulfoxide (1600 mL) to a 6 C. maintained solution of (S)-4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester (350 g, 1515.15 mmol) in diisopropylethylamine (1225 mL) with a dimethylsulfide trap. Over 30 minutes add water (1050 mL) keeping temperature below 15 C. Stir at 15 C. for 1.5 hours under a stream of nitrogen. Extract with ethyl acetate (5 L), wash with 5%-aqueous citric acid (2*1.5 L), saturated aqueous sodium chloride (2*1.5 L), dry (magnesium sulfate), filter, and concentrate to give the desired compound which is used in the next reaction without further purification (365 g). MS(ES): m/z=230 [M+H], 108149-63-9

As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

Reference£º
Patent; Broughton, Howard Barff; Dally, Robert Dean; Durham, Timothy Barrett; Gonzalez-Garcia, Maria Rosario; Sa, Lilly; Hahn, Patric James; Henry, Kenneth James; Kohn, Todd Jonathan; McCarthy, James Ray; Shepherd, Timothy Alan; Erickson, Jon Andre; Bueno Melendo, Ana Belen; US2007/225267; (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.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

General procedure: n-BuLi (2.89M, 7.12mL, 20.6mmol) was added dropwise over 15min to a cold (-78C), stirred solution of (R)-4-isopropyloxazolidin-2-one 3 (2.5g, 19.6mmol) in dry THF (80mL), and the mixture was stirred at -78C for 30min. Octanoyl chloride (3.67mL, 21.5mmol) was then added dropwise, and the resulting mixture was stirred at -78C for 20min, then warmed to -10C for 2h. The mixture was quenched with 1M aqueous K2CO3 (100mL) and warmed to room temperature. The crude products were extracted with hexanes (2¡Á100mL), and the combined hexane extracts were washed with water and brine, dried, and concentrated. The residue was purified by flash chromatography on silica gel (50g). Elution with hexane/EtOAc (9:1) afforded 4.93g (19.3mmol, 98%) of (R)- 4., 17016-83-0

As the paragraph descriping shows that 17016-83-0 is playing an increasingly important role.

Reference£º
Article; Bello, Jan E.; Millar, Jocelyn G.; Tetrahedron Asymmetry; vol. 24; 13-14; (2013); p. 822 – 826;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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

General procedure: To a stirred solution of 6 (0.100 g, 0.433 mmol), appropriate substituted phenol (0.649 mmol) and PPh3 (0.182 g,0.693 mmol) in anhydrous toluene (5 mL) was added DIAD(0.14 mL, 0.693 mmol) at 80 C. After 3 h, EtOAc (40 mL)was added to the resulting solution. The organic layer was washed with 0.5 M aqueous NaOH (40 mL) and water (2 X40 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by flash silica gel column chromatography eluting with Hexanes/EtOAc (9:1) or (95:5) to afford compounds 7a-s.

108149-63-9, As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

Reference£º
Article; Andrade, Saulo F.; Campos, Edmar F.S.; Teixeira, Claudia S.; Bandeira, Cristiano C.; Lavorato, Stefania N.; Romeiro, Nelilma C.; Bertollo, Caryne M.; Oliveira, Monica C.; Souza-Fagundes, Elaine M.; Alves, Ricardo J.; Medicinal Chemistry; vol. 10; 6; (2014); p. 609 – 618;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

695-53-4, 5,5-Dimethyloxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

695-53-4, 5,5-Dimethyloxazolidine-2,4-dione (0.15 g, 1.16 mmol) and sodium (catalytic amount) were added to a stirred solution of 4-methylbenzenesulfonyl chloride (0.17 g, 0.89 mmol) in dry THF (3 mL). The resulting mixture was refluxed for 3h and the reaction progress was followed by TLC. After the addition of DCM (15 mL) to the flask, the mixture was filtered and the solvents were removed. The resulting residue was purified by recrystallization from DCM-light petroleum to give 4h as white crystals (22%); m.p. 119-121C; numax 3049, 2971, 1811, 1772, 1587, 1389, 1300, 1172 cm-1; 1H-NMR delta 1.56 (6H, s, CH3), 2.50 (3H, s, ArCH3), 7.43 (2H, d, J=8.4, ArH), 8.06 (2H, d, J=8.4, ArH); 13C-NMR delta 21.9, 23.6, 83.4, 128.8, 130.3, 133.7, 147.3, 148.1, 170.8; MS-EI m/z 283 (M+); Anal. calcd for C12H13NO5: C 50.88, H 4.62, N 4.94; found C 50.95, H 4.68, N 4.88.

As the paragraph descriping shows that 695-53-4 is playing an increasingly important role.

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

17016-83-0, (S)-4-Isopropyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution ofoxazolidine (3.9 g, 30.2 mmol) in THF (40 mL) was cooled to -63 C and treatedn-butyllithum (19 mL, 1.6 M in hexanes). After the solution was stirred at -78C for 10 min, benzyloxyacetyl chloride (3.3 g, 17.6 mmol) was added, and theresulting solution was warmed to 23 C for an hour. Reaction mixture was quenchedwith saturated aqueous NaHCO3 (60 mL) and concentrated in vacuo toremove the organic solvents. The resulting aqueous residue was extracted withEt2O (150 mL), and the combined organic layers were washed withwater (80 mL ) and brine (80 mL ), and then dried over sodium sulfate,,filtered and concentrated. Purification of the residue by flash chromatography(gradient elution, 20% to 25% EtOAc/Hexanes) ) to afforded imide 8 aswhite solid (7.1 g, 85%) mp 85.5-86.3 C; 1H NMR delta 7.32 (m, 5H), 4.69 (d, J = 1.8 Hz, 2H), 4.65 (s, 2H), 4.42 (m, 1H),4.30 (m, 1H), 4.22 (m, 1H), 2.41 (m, 1H), 0.91 (d, J = 7.2 Hz, 3H), 0.86 (d, J = 7.2 Hz, 3H); 13C NMR delta 170.1,154.0, 137.3, 73.5, 69.6, 64.5, 58.2, 28.3, 17.9, 14.7; IR (neat) 3264, 2961,1722, 1611, 1513; MS m/z: [M+H]+ Calcd for C15H19NO4;278.1; Found 278.4., 17016-83-0

The synthetic route of 17016-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pal, Ashutosh; Peng, Zhenghong; Schuber Jr., Paul T.; Bhanu Prasad, Basvoju A.; Bornmann, William G.; Tetrahedron Letters; vol. 54; 41; (2013); p. 5555 – 5557;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

875444-08-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.875444-08-9,(4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

N-Chlorosuccinimide (10.4 g, 78.1 mmol) was added to a stirred solution of acetaldoxine (3.55 g, 60.1 mrnol) in dry DMF at 00C under N2. The reaction was allowed to warm to room temperature and was stirred for 3 h. Water (100 rnL) was added and the mixture was extracted with Et2O (4 x 80 rnL). The combined extracts were washed with water (50 rnL) and brine (50 mL), dried (Na2SO4) and concentrated in vacuo to afford N-hydroxyethanimidoyl chloride, as a colorless oil. 1H NuMR (500 MHz, CDCl3): delta 8.96 (br s, IH), 2.26 (s, 3 H).Triethylamine (123.4 mg, 170 muL, 1.21 mmol) was added to a stirred solution of (4,S,5.R)-5-[3,5- bis(trifluoromethyl)phenyl]-3-[3-(4-fluoro-5-isopropyl-2-methoxyphenyl)prop-2-yn-l-yl]-4-methyl-l,3- oxazolidin-2-one (21.9 mg, 0.0423 mmol) and N-hydroxyethanimidoyl chloride (124.4 mg, 1.33 mmol) in dry toluene (2 mL) at room temperature under N2. The reaction was heated at reflux for 2 days. The reaction mixture was cooled to room temperature, diluted with IN HCl and extracted with EtOAc (3 x 20 mL). The combined extracts were dried (Na2SO4) and concentrated in vacuo to give the crude product. This was purified by flash chromatography (Si, 12 x 160 mm, 0-30% EtOAc in hexanes gradient) to afford (45,5Lambda)-5-[3,5-bis(trifluoromethyl)phenyl]-3-{[5-(4-fluoro-5-isopropyl-2-methoxyphenyl)-3- methylisoxazol-4-yl]methyl}-4-methyl-l,3-oxazolidin-2-one. ^= 0.38 (20% EtOAc/hexanes). LCMS calc. = 575.2; found = 575.3 (M+l)+. 1H NMR (600 MHz, CDCl3): delta 7.84 (s, 1 H); 7.64 (s, 2 H); 7.31 (d, J= 8.3 Hz, 1 H); 6.68 (d, J= 11.8 Hz, 1 H); 5.27 (d, J= 8.0 Hz, 1 H); 4.78 (d, J= 15.6 Hz, 1 H);4.00 (d, J= 15.6 Hz, 1 H); 3.82 (s, 3 H); 3.72-3.68 (m, 1 H); 3.22-3.16 (m, 1 H); 2.38 (s, 3 H); 1.24 (d, J= 7.0 Hz, 3 H); 1.22 (d, J = 7.0 Hz, 3 H); 0.42 (d, J= 6.6 Hz, 3 H).

875444-08-9 (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one 23583229, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK & CO., INC.; WO2007/81569; (2007); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem