Heterocyclic Building Blocks-Oxazolidine

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.

(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one (10g) in DMF (100ml) was added dropwise to a stirred suspension of sodium hydride (60% oil dispersion, 2.33g) in DMF (50ml) with stirring under nitrogen and maintaining the internal temperature at 0. Stirring was continued at 0-5 for 1 h. The mixture was recooled to 0 and a solution of 6-bromohexyl but-3-ynyl ether (14.7g) in DMF (50moi) was added over 1 min. The mixture was then stirred at 20-30 for 2 h. 2M HCl (9ml) was added and the mixture was partitioned between water and diethyl ether. The aqueous layer was extracted with more diethyl ether and the combined organic layers were washed twice with brine. After drying (MgSO4) the solution was concentrated and loaded onto a column of silica gel (600g) set up in diethyl ether: petroleum ether (bp 40-60) (1 : 2). The column was eluted successively with this mixture, then (1 : 1) and the diethyl ether to give the title compound (13.88g). LCMS RT=3.45min.

452339-73-0, 452339-73-0 (R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one 10933894, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2003/72539; (2003); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95715-86-9,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 3-necked, 1000 mL round-bottom flask fitted with a N2 inlet adapter, magnetic stir bar, drying tube, temperature guage, and a septa was charged with methyl (S)- (-)-3- (TERT-BUTOXYCARBONYL)-2, 2-DIMETHYL-4-OXAZOLIDINE-CARBOXYLATE (15. 42 g, 59.46 mmole) and 120 ML of anhydrous toluene. The solution was cooled TO-78 C in A dry ice/acetone bath. A solution of DIISOBUTYLALUMINUM hydride in toluene (69.5 ML, 104.1 mmole) was cooled TO-78 C in A separate dry ice/acetone bath and added to the ester solution under N2 pressure via a steel cannula over a period of 30 min. The rate of addition was adjusted to prevent the reaction mixture from warming above- 70 C. After addition was complete, the mixture was stirred at-78 C for an additional 30 minutes. Excess hydride was quenched by the dropwise addition of 20 mL of pre-chilled (-78 C) methanol, again keeping the reaction temperature below- 70 C. The resulting white slurry was poured into 500 mL of ice-cold 1 N HC1. The aqueous layer was extracted with ethyl acetate (3 x 300 mL). The combined organic layers were washed with 300 mL 1 N HC1, and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to yield (S)-4- formyl-2,2-dimethyl-3-oxazolidinecarboxylic acid tert-butyl ester (14.65 g) as a yellow oil. The residue was dissolved in 200 mL of anhydrous methanol, and the flask was flushed with N2. N-Benzylglycine ethyl ester (23.0 g, 118. 9 mmole) and acetic acid (6. 8 mL, 118. 9 mmole) were added, and the reaction mixture was cooled in an ice bath. A solution of sodium cyanoborohydride in tetrahydrofuran (100 mL, 100 mmole) was added via a cannula under positive N2 pressure. The reaction mixture was stirred at room temperature for 18h. A large excess of solid K2C03 was added until gas evolution ceased. The slurry was concentrated almost to dryness under reduced pressure and the residue was dissolved in 300 mL of dichloromethane. The organic layer was washed with 300 mL of 1: 1: 1 water/saturated NAHC03/BRINE. The aqueous layer was extracted with ethyl acetate (2 x 200 mL). The combined organic layers were dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. Purification of the residue by flash column chromatography (silica gel, gradient: 15% ethyl acetate/hexane to 30% ethyl acetate/hexane) gave 16.83 g (70%) of (S)-4-[(BENZYLETHOXYCARBONYL-METHYLAMINO)- methyl] -2, 2-dimethyl-3-oxazolidinecarboxylic acid tert-butyl ester as a clear viscous oil. MS : 407. 3 (M+1).

As the paragraph descriping shows that 95715-86-9 is playing an increasingly important role.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/89915; (2004); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95530-58-8, (R)-4-Isopropyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95530-58-8, To a flame-dried 100 mL round-bottom flask was added 3,4,5-trimethoxyphenylacetic acid (2.10 g, 9.29 mmol). THF (25 mL) was added followed by Et3N (1.42 mL, 10.22 mmol). The solution was cooled to -78 C. Pivaloyl chloride (1.26 mL, 10.22 mmol) was added dropwise and the solution warmed to 0 C. and stirred for 1 h. In a separate flame-dried 50 mL round-bottom flask was added (R)-4-isopropyloxazolidin-2-one (1.0 g). THF (20 mL) was added and the solution cooled to -78 C. n-BuLi (6.83 mL, 9.29 mmol, 1.36 M) was added dropwise and the solution stirred at -78 C. for 15 min and then warmed to 25 C. where it was stirred for 15 min. The organolithium solution was transferred to the solution of the mixed anhydride via cannula at -78 C. The reaction was stirred at -78 C. for 15 min, warmed to 0 C., and stirred for 1 h. Water (10 mL) was added and the aqueous layer extracted with EtOAc (2*10 mL). The combined organics were washed with brine (10 mL), dried over anhydrous MgSO4, and concentrated under reduced pressure. The residue was purified by flash chromatography (SiO2, 30 g) using 25% EtOAc in hexanes as the eluent to afford trimethoxyphenyl)acetyl)oxazolidin-2-one as a colorless oil (2.30 g, 88%): Rf=0.28 (1:1, Hex:EtOAc); 1H NMR (CDCl3) delta 6.55 (s, 2H), 4.44-4.41 (m, 1H), 4.29-4.24 (m, 2H), 4.19 (dd, J) 9.0, 3.0 Hz, 1H), 4.12-4.07 (m, 1H), 3.82 (s, 6H), 3.80 (s, 3H), 2.36-2.30 (m, 1H), 0.87 (d, J) 6.8 Hz, 3H), 0.78 (d, J) 7.1 Hz, 3H); 13C NMR (CDCl3) delta 171.2, 154.1, 153.2, 129.4, 106.7, 63.4, 60.9, 58.6, 56.2, 41.6, 28.4, 18.0, 14.7, 14.3; HRFAB[M+Li]344.1686 (calculated C17H23NO6Li: 344.1686).

95530-58-8 (R)-4-Isopropyloxazolidin-2-one 641505, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; University of Connecticut; US2009/105287; (2009); 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.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.,875444-08-9

Triaryl oxazolidinone methyl ester; To a IOOL flask was added oxazolidinone 30 (1.35kg) and dry DMF (30.8L). The synthesis of oxazolidinone 30 is provided later. After cooling to -15 to -20 0C, NaHMDS (1.96L of 2M solution) was added, and the mixture was aged 15-30 min. The triaryltosylate 29 (2.2 kg) in DMF was added to the resulting sodium salt of oxazolidinone 30, and the mixture was allowed to warm to 0 to 5 0C. After the triaryl tosylate was consumed, 2.44 L of 5M HCl was added, followed by 22L of 20% heptane/ethyl acetate. Finally, water (11 L) was added slowly. The layers were separated and then the organic layer was washed with DMF:water twice and then with water twice. The organic layer was assayed for yield and then filtered through a plug of silica gel to remove excess oxazolidinone 30. The solution was then solvent switched to methanol and used in the final step.

The synthetic route of 875444-08-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2008/82567; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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

5.2. 3-{[1-(1-Isoquinolyl)-4-piperidyl]methyl}-1,3-oxazolidine-2,4-dione A solution of 2.01 g (9.95 mmol) of diisopropyl azodicarboxylate (DIAD) in 5 ml of tetrahydrofuran is added dropwise, under an inert atmosphere, to a solution of 2.4 g (9.95 mmol) of [1-(1-isoquinolyl)-4-piperidyl]methanol, prepared in step 5.1, 2.87 g (10.94 mmol) of triphenylphosphine and 1.21 g (11.93 mmol) of 1,3-oxazolidine-2,4-dione in 40 ml of tetrahydrofuran, cooled to about -10 C., the temperature of the reaction medium being maintained throughout between -10 C. and 0 C. Stirring is then continued at 0 C. for 1 hour and then at 25 C. for 18 hours. The mixture is concentrated under reduced pressure and the residue is taken up in dichloromethane and 10 ml of aqueous 5% sodium hydroxide solution. The aqueous phase is separated out and then extracted twice with dichloromethane. The organic phases are combined and washed successively with aqueous hydrochloric acid solution (1N) and then with saturated aqueous sodium hydrogen carbonate solution and with saturated aqueous sodium chloride solution. The organic phase is dried over sodium sulfate and the filtrate is concentrated under reduced pressure. The residue thus obtained is purified by chromatography on silica gel, eluding with a 99/1/0.1 and then 98/2/0.2 mixture of dichloromethane, methanol and 28% aqueous ammonia. 3.57 g of oxazolidinedione are thus obtained in the form of an orange paste., 2346-26-1

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

Reference£º
Patent; Sanofi-Aventis; US2006/89344; (2006); 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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

A mixture of 0.660 g (1.71 mmol) of trans-3-[5-(4-chloronaphthalen-1-yl)-1,3-dioxan-2-yl]propyl methanesulfonate, obtained in step 5.2, 0.208 g (2.05 mmol) of 1,3-oxazolidine-2,4-dione (J. Med. Chem., 1991, 34, 1542-1543) and 0.396 g (3.43 mmol) of 1,1,3,3-tetramethylguanidine in 10 ml of tetrahydrofuran is refluxed overnight under an inert atmosphere. The residue is taken up in 100 ml of ethyl acetate and 25 ml of water. Separation is carried out after settling out. The organic phase is washed with 25 ml of water and then 25 ml of a saturated aqueous sodium chloride solution. The aqueous phases are re-extracted with 50 ml of ethyl acetate. The organic phases are pooled, dried over sodium sulfate and concentrated under reduced pressure. The residue is purified by chromatography on silica gel, eluding with a 70/30 and then 60/40 mixture of cyclohexane and ethyl acetate, to obtain 0.483 g of product in the form of a white solid. Melting point:. 125-127 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; US2005/182130; (2005); 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.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, 4-Hvdroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (35b). A 250-ml two-necked flask was equipped with a magnetic stirring bar, reflux condenser bearing a drying tube and a dropping funnel. The flask was charged with tetrahydrofuran (100 ml) and lithium aluminium hydride (2.16 g, 57.0 mmol). While the suspension in the flask was stirred, a solution of the ester 12a (9.90 g, 38.2 mmol) in THF (50 ml) was added dropwise during 20 min. The reaction was monitored by thin layer chromatography. When the reaction was finished, the mixture was cooled in an ice bath and a solution of 10% potassium hydroxide (20 ml) was added dropwise during 10 min. The mixture was stirred for 2 h at room temperature, whereafter the white precipitate was removed by filtration through celite. The combined organic filtrates were washed with 100 ml of aqueous phosphate buffer (pH 7), and the aqueous layer was extracted with ether. The combined organic phases were dried and concentrated which gave the title compound (8.3 g, 94%). The residue was used without further purification.

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; MEDIVIR AB; WO2009/53277; (2009); 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

General procedure: To a stirred solution of 39 (0.100g, 0.433mmol), appropriate substituted phenol (0.649mmol) and PPh3 (0.182g, 0.693mmol) in anhydrous toluene (5mL) was added DIAD (0.14mL, 0.693mmol) at 80C. After 3h, EtOAc (40mL) was added to the resulting solution. The organic layer was washed with 0.5M aqueous NaOH (40mL) and water (2¡Á40mL), 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).

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; Andrade, Saulo F.; Oliveira, Barbara G.; Pereira, Larissa C.; Ramos, Jonas P.; Joaquim, Angelica R.; Steppe, Martin; Souza-Fagundes, Elaine M.; Alves, Ricardo J.; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 13 – 25;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147959-19-1,(S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Ethyl 21b (5.60g) of THF (25.2 ml) suspension, round the leucorrhea the, 2.69 Mn-butyl lithium-hexane solution (7.0 ml) adding an, 30 minutes in the round the leucorrhea stirring section. Reaction solution at a, process obtained in a 4 (S)-tert-butyl 2,2-dimethyl-4 – (2-oxo ethyl) oxazolidine-3-carboxylate (3.06g) THF (3.06 ml) of solution, are added to the round the leucorrhea, adaptation stirring time 14 at room temperature. Adding of cyclohexane to reaction solution at a, know one filtration insoluble, = 2/1-hexanediol THF a washing of section. Filtrate of decompressing concentrated within, obtained residue silica gel chromatography (developing solvent: hexane/acetic acid ethyl) for purifying the, title compound 1.81g is obtained., 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; Taiho Pharmaceutical Corporation; Uno, Takao; Nonosita, Gazmasa; Shimamura, Tadashi; (75 pag.)KR2016/43114; (2016); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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 stirred solution of oxazolidine-2,4-dione (0.71 g, 7.03 mmol, prepared according to the method of Liu et al, WO 2006/014262 A2) in toluene (15 mL) in a round bottom flask was added Lawesson’s Reagent (1.71 g, 4.2 mmol). The resulting suspension was heated at reflux for 6 h, and then cooled and stirred at room temperature for an additional 16 h. The suspension was filtered through a short pad of silica gel, and the filtered solids were rinsed with 100 mL of 20% ethyl acetate/hexanes followed by 450 mL of ethyl acetate. The combined filtrates were concentrated under reduced pressure to provide the title compound as a pale yellow solid (0.5 g).1H NMR (CDCl3): delta 9.15 (br s, NH), 5.01 (s, 2H)., 2346-26-1

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

Reference£º
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; ZHANG, Wenming; MCCANN, Stephen, Frederick; WO2010/5692; (2010); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem