Heterocyclic Building Blocks-Oxazolidine

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,108149-63-9

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.

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.; 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

131685-53-5, (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,131685-53-5

To a solution of 16a (22.4 g, 96.0 mmol) in THF (300 mL) cooled to -78 C was added NaHMDS (100 mL, 100 mmol, 1.0 M solution in THF) dropwise over 20 min. The reaction was stirred at -78 C for an additional hour before the dropwise addition of allyl iodide (8.78 mL, 96.0 mmol) over 10 min. The reaction was stirred for an additional 5 hr at -78 C before the cooling bath was removed and the reaction was quenched with the addition of sat. NH4Cl. The layers were separated, and the aqueous layer was washed with Et2O x 3. The combined organic material was washed with sat. Na2S2O3, dried over MgSO4, filtered, concentrated, and purified via flash chromatography (Teledyne ISCO flash chromatography system; silica gel column; 9:1Hexane:EtOAc) to afford the desired product as a colorless oil (14.9 g, 58% yield). Spectral data were in accordance with reported literature values.5

The synthetic route of 131685-53-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Reed, Carson W.; Fulton, Mark G.; Nance, Kellie D.; Lindsley, Craig W.; Tetrahedron Letters; vol. 60; 10; (2019); p. 743 – 745;,
Oxazolidine – Wikipedia
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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.,2346-26-1

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.

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

Reference£º
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (184 pag.)US2019/47960; (2019); A1;,
Oxazolidine – Wikipedia
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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.,452339-73-0

A solution of (5R)-5-(2, 2-dimethyl-4H-1, 3-benzodioxin-6-yl)-1, 3-oxazolidin-2-one (82mg) in DMF under nitrogen was treated with sodium hydride (60% dispersion in mineral oil, 16mg) and the mixture stirred at 200 for 10min. A solution of 1- (2-bromoethyl)-4- (4- phenylbutoxy) benzene (110mg) in DMF (1ml) was added and the mixture was stirred at 20C for 2h. Phosphate buffer solution (pH 6.5, 10ml) and water (20ml) were added and the mixture was extracted with EtOAc. The combined extracts were washed with water and dried (Na2SO4). Solvent evaporation in vacuo gave a residue which was partially purified by SPE (5g). Elution with DCM then EtOAC-cyclohexane (1: 1) gave material which was further purified by flash chromatography on silica gel. Elution with EtOAc- petroleum ether (3: 2) gave the title compound (75g). LCMS RT = 3.92min.

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; WO2003/91204; (2003); A1;,
Oxazolidine – Wikipedia
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497-25-6,497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (600 mg, 1.7 mmol), oxazolidin-2-one (322 mg, 2.5 mmol), copper(I) iodide (96 mg, 0.5 mmol), N, N-dimethylglycine hydrochloride (140 mg, 1.0 mmol) and potassium carbonate (923 mg, 6.7 mmol) in dimethyl sulfoxide (5 mL) was stirred at 120C for 16 h. Then the reaction mixture cooled to room temperature. The reaction mixture was extracted with ethyl acetate (2 x 150 mL), washed with water (2 x 50 mL) and saturated aqueous ammonium chloride solution (2 x 50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by Waters automated flash system (column: Xterra 30 mm x 100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1% ammonium hydroxide in water) afforded 3,3- dimethyl-2-[3-(2-oxo-oxazolidin-3-yl)-phenyl] -l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (498 mg, 80%) as a white solid : LC/MS m/e calcd for C21H22N2O4 (M+H)+: 367.42, observed: 367.1.

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; FENG, Lichun; HUANG, Mengwei; LIU, Yongfu; WU, Guolong; WU, Jim, Zhen; ZHOU, Mingwei; WO2011/128251; (2011); A1;,
Oxazolidine – Wikipedia
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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

Step a) 5-(2-Oxo-oxazolidin-3-yl)-isophthalic acid dimethyl ester (Acid-14a); Tris(dibenzylideneacetone)palladium (58 mg, 0.063 mmol) was added to a degassed mixture of 5-bromo-isophthalic acid dimethyl ester (345 mg, 1.26 mmol), 2-oxazolidinone (220 mg, 2.52 mmol), CS2CO3 (1.03 g, 3.16 mmol) and Xantphos (109 mg, 0.189 mmol) in dioxane (10 ml). The mixture was stirred at 105 0C under N2 for 4 h. The solvent was evaporated and the residue taken up in DCM/water. The organic phase was separated and concentrated. The residue was purified by flash chromatography using 2% MeOH in DCM which gave the title compound (264 mg, 75%) as a beige solid.

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

Reference£º
Patent; MEDIVIR AB; LUNDBERG, Stina; AYESA, Susana; BELDA, Oscar; DORANGE, Ismet; ERSMARK, Karolina; HAMMER, Kristin; JOHANSSON, Per-Ola; LINDSTROeM, Stefan; ROSENQUIST, Asa; SAMUELSSON, Bertil; BAeCK, Marcus; KVARNSTROeM, Ingemar; WANGSELL, Fredrik; BJOeRKLUND, Katarina; WO2010/42030; (2010); 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

Reference Example 51 A mixture of (E,E)-5-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethyl]phenyl]-2,4-pentadien-1-al (2.3 g), 2,4-oxazolidinedione (2.0 g), piperidine (0.596 g) and acetic acid (50 ml) was refluxed under heating conditions for 15 hours. The reaction mixture was concentrated; water was added to the residue, followed by acidification with 2N HCl and subsequent extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and then concentrated. The residue was subjected to silica gel chromatography to yield 5-[(E,E)-5-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethyl]phenyl]-2,4pentadienylidene]-2,4-oxazolidinedione [mixture of the (E)- and (Z)-configurations](1.0 g, 33%) from the fraction eluted with chloroform-ethyl acetate (9:1, v/v), which was then recrystallized from chloroform-methanol to yield light yellow prisms having a melting point of 208-210 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.; US5614544; (1997); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.80-65-9,3-Aminooxazolidin-2-one,as a common compound, the synthetic route is as follows.

EXAMPLE II 3-[(6-Methoxy-4-chromanylidene)amino]-2-oxazolidinone A solution of 62 g (0.61 mole) of 3-amino-2-oxazolidone in 650 ml of benzene was treated with 15 drops of HCl (isopropanol) solution using mechanical stirring, and refluxed until all water was removed via a Dean-Stark trap. The solution was then treated with 107 g (0.60 mole) of 6-methoxy-4-chromanone and refluxed for 11.5 hr. A 9.6 ml portion of water (theory: 10.8 ml) was collected. The reaction mixture was stripped of benzene under the water pump. The residue was taken up in 200 ml of 1:1 isopropanol:ether, stored 24 hr at room temperature, refrigerated overnight and filtered. The resultant cream-colored solid was washed with 125 ml of isopropanol, ether, and dried. M.p. 54-64; yield: 115 g (73%). The crude product was recrystallized from 340 ml of isopropanol (Darco), washed with 75 ml of isopropanol, ether and dried. M.p. 67-71; Yield: 88 g (56%). Anal. Calcd. for C13 H14 N2 O4: C, 59.53; H, 5.38; N, 10.68. Found: C, 59.57; H, 5.28; N, 10.56.

80-65-9 3-Aminooxazolidin-2-one 65725, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; Morton-Norwich Products, Inc.; US4093627; (1978); A;,
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.

Preparation 8 According to the literature (Kruse et AL., J. Med. Chem. (1987), 30,486-494), a solution of 3, 5-difluorocinnamic acid (9.94 g, 53.9 mmol) in THF (100 ML) was hydrogenated over 10% Pd/C (1.50 g) at 50 psi of H2 pressure for 5 h at RT. The mixture was filtered and concentrated under reduced pressure to yield the 3- (3, 5- difluoro-phenyl) propionic acid (10.9 g, 100%). Oxalyl chloride (13 ml, 150 mmol) was slowly added to a solution of the acid (10.9 g, 53.9 mmol) in THF (220 ML) at 23 C, followed by the addition of a catalytic amount of DMF (1 drop). After 90 min at RT, the volatiles were removed under reduced pressure and the resulting residue was twice coevaporated with dry benzene to yield 3- (3, 5-DIFLUOROPHENYL)-PROPIONYL CHLORIDE as a yellow oil (11.91 g, 100%). The acid chloride was used in the ensuing step without further purification. The acylation was carried out in analogy to the literature (Pettit et al. Synthesis (1996), 719-725). A solution of (S)- (-)-4-ISOPROPYL-2- oxazolidinone (6.46 g, 50 mmol) in THF (150 ML) was stirred under argon and cooled to-78 C. n-BuLi (2.45 M in hexanes, 20.8 ML, 50.96 mmol) was added dropwise, followed by a solution of the previously prepared 3- (3, 5-DIFLUOROPHENYL)-PROPIONYL chloride in THF (8 ML). After warming the reaction to 23 GC over 15 h, the reaction was quenched with saturated aq. NH4CI (30 ml), followed by removal of the volatiles in vacuo. The slurry was extracted with CH2CI2 (2x), and the combined organic layers washed with 1 M NAOH (2x) and brine, dried (NA2SO4) and concentrated in vacuo. Purification of the residue by chromatography over SILICA GEL (15O30% EtOAc/hexanes) gave the product (14.27 g, 48 mmol, 96%). 1H NMR (400 MHz, CECI3) 8 6. 73 (m, 2 H), 6.59 (m, 1 H), 4.37 (m, 1 H), 4.17-4. 25 (m, 2 H), 3.24 (m, 1 H), 3.16 (m, 1 H), 2.93 (m, 2 H), 2.30 (m, 1 H), 0.86 (d, 3 H, J= 6.8 Hz), 0.80 (d, 3 H, J= 6.8 Hz); LCMS (Conditions A): tR = 4.47 min: 595 (2M+H) +, 298 (M+H) +.

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

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC; WO2005/16876; (2005); A2;,
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

2.1 3-[(11Z)-tetradec-11-en-1-yl]-1,3-oxazolidine-2,4-dione 420 mg (1.98 mmol) of (11Z)-tetradec-11-en-1-ol, in solution in 2 ml of tetrahydrofuran, are added to a solution of 200 mg (1.98 mmol) of 1,3-oxazolidine-2,4-dione and of 571 mg (2.18 mmol) of triphenylphosphine in 4 ml of tetrahydrofuran. 0.99 ml (2.2 mmol) of a 40% solution of diethyl azodicarboxylate in toluene is subsequently added dropwise. The mixture is stirred at ambient temperature for 5 h. The solvent is evaporated under reduced pressure and the evaporation residue is purified by chromatography on a column of silica gel, elution being carried out with a gradient of 10 to 50% of ethyl acetate in cyclohexane. 490 mg of a yellow oil are thus obtained. 1H NMR (CDCl3) delta (ppm): 5.25 (m, 2H), 4.60 (s, 2H), 3.45 (t, 2H), 2.10-1.80 (m, 4H), 1.65-1.45 (m, 2H), 1.40-1.05 (m, 14H), 0.90 (t, 3H).

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

Reference£º
Patent; SANOFI-AVENTIS; US2008/103197; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem