Heterocyclic Building Blocks-Oxazolidine

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

Into a 100 mL three neck round-bottom flask, were placed oxazolidine-2,4-dione (515 mg, 5.096 mmol, 1 equiv.), LiCl (648 mg, 15.3 mmol, 3 equiv.) and THF (30 mL). The reaction was purged with an inert atmosphere of nitrogen. The mixture was then added t-BuLi (9.6 mL, 15.3 mmol, 1.6M) dropwise with stirring at -78 C. The resulting solution was stirred for 30 min at -78. 1-(6-(8-Fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-2-methylpropan-1-one (500 mg, 1.546 mmol, 0.3 equiv.)/THF (3 mL) was added to above solution at -78 C. The resulting solution was stirred for 30 min at -78 C. and 1 hrs at room temperature. The reaction progress was monitored by TLC/LCMS (DCM/MeOH=20:1). The reaction was then quenched by the addition of 3 mL of NH4Cl (aqueous). The reaction was extracted with ethyl acetate and concentrated under vacuum. The residue was applied onto a silica gel column with DCM/MeOH (5:95) to yield 5-(1-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-1-hydroxy-2-methylpropyl)oxazolidine-2,4-dione as a white solid. Mass spectrum (ESI, m/z): Calculated for C23H21FN2O5, 425.1 (M+H), found 425.1.

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; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (184 pag.)US2019/47960; (2019); 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.

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] +).

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

Reference£º
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; WO2005/87700; (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

0.5 ml (6.0 mmol) of methanesulphonyl chloride is added dropwise to a solution, cooled with an ice bath, of 1.30 g (5.47 mmol) of 3-[3-(4-chlorophenyl)isoxazol-5-yl]propan-1-ol, prepared in stage 4.1., and of 0.9 ml (7.11 mmol) of triethylamine in 70 ml of dichloromethane. The mixture is subsequently stirred at room temperature for 2 hours. 70 ml of water are added and the organic phase is separated. The aqueous phase is extracted with 2 times 70 ml of dichloromethane. The organic phases are subsequently washed with 100 ml of water and 100 ml of a saturated aqueous sodium chloride solution, dried over sodium sulphate and evaporated. The residue is redissolved in 60 ml of tetrahydrofuran, and 0.9 g (8.9 mmol) of 1,3-oxazolidine-2,4-dione and 1.1 ml (8.7 mmol) of 1,1,3,3-tetramethylguanidine are added. The mixture is heated at 65 C. overnight. It is taken up in a mixture of 100 ml of water and of 100 ml of ethyl acetate. The organic phase is separated and the aqueous phase is extracted with 2 times 80 ml of ethyl acetate. The organic phases are washed with 100 ml of water and then with 100 ml of a saturated aqueous sodium chloride solution, dried over sodium sulphate and evaporated. The residue is purified by chromatography on silica gel, elution being carried out with a 90.5/0.5 mixture of dichloromethane and of methanol, to produce 1.0 g (3.1 mmol) of product in the form of a white solid.

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; US2007/21426; (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.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.,497-25-6

A mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-1,2,3,4-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 120 C. for 16 h. Then the reaction mixture cooled to room temperature. The reaction mixture was extracted with ethyl acetate (2¡Á150 mL), washed with water (2¡Á50 mL) and saturated aqueous ammonium chloride solution (2¡Á50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by Waters automated flash system (column: Xterra 30 mm¡Á100 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]-1,2,3,4-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

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

Reference£º
Patent; Chen, Li; Feng, Lichun; Huang, Mengwei; Liu, Yongfu; Wu, Guolong; Wu, Jim Zhen; Zhou, Mingwei; US2011/257151; (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.139009-66-8,(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid,as a common compound, the synthetic route is as follows.

Step (iii) :TEA (53.4 ml, 0.383 mol) at 20 C. and then a solution of T3P in DCM (154 g, 0.242 mol) are run into a medium comprising DCM (500 ml), the (Z)-amino compound in hydrochloride form (50 g, 0.142 mol) and the doubly protected L-serine of formula (II) with PG=BOC (L-serine-N-BOC-acetonide ; 41.8 g, 0.170 mol). The medium is brought to reflux and then water (500 ml) is added. After separation by settling out and concentration, the methanolic hydrochloric acid (189.5 ml, 1.136 mol) and methanol (189.5 ml) are added. Water (300 ml) is added to the medium and the phases are then separated by settling out. Isopropyl acetate (650 ml) is added to the aqueous phase and then sodium hydroxide (115 ml, 1.150 mol) is run in at 20 C. The organic phase which has been separated by settling out and washed is concentrated under vacuum and then heated to 65 C. Methanol (35 ml) and then methanolic hydrochloric acid (47.4 ml, 0.142 mol) are added at this temperature. After cooling, and filtration, the product is isolated (49.6 g, 79.5%). The final product has a purity of 99.2%.

139009-66-8, 139009-66-8 (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid 6932187, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; SANOFI-AVENTIS; US2011/124899; (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.1121-83-1,5,5-Dimethyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

Example 1901-[4-(5,5-Dimethyl-2-oxo-1,3-oxazolidin-3-yl)-2-fluorophenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one A suspension of 1-(2-fluoro-4-iodophenyl)-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one (244 mg, 0.500 mmol), 5,5-dimethyl-1,3-oxazolidin-2-one (69.1 mg, 0.600 mmol), trans-1,2-diaminocyclohexane (0.012 mL, 0.100 mmol), CuI (9.5 mg, 0.050 mmol), and K3PO4 (212 mg, 1.00 mmol) in 1,4-dioxane (2.0 mL) was stirred at 110 C. under Ar atmosphere. The reaction mixture was poured into 5% NaHCO3 aqueous solution (20 mL) and extracted with AcOEt (20 mL¡Á3). The combined organic phase was washed with brine (40 mL), dried with MgSO4, and evaporated. The residue was purified by basic silica gel column chromatography (MeOH/AcOEt=0%-10%) to give the title compound (157.4 mg, 66% yield): 1H NMR (300 MHz, DMSO-d6): delta ppm 1.49 (6H, s), 3.78 (3H, s), 3.89 (2H, s), 6.97 (1H, d, J=1.9 Hz), 7.05 (1H, t, J=9.0 Hz), 7.31 (1H, d, J=8.7 Hz), 7.31 (1H, t, J=1.7 Hz), 7.33 (1H, s), 7.37-7.48 (3H, m), 7.68 (1H, dd, J=13.4, 2.5 Hz), 7.79 (1H, d, J=1.9 Hz), 8.46 (1H, d, J=2.3 Hz). LC-MS (ESI) m/z 476 [M+H]+. Anal. Calcd for C25H22FN5O4: C, 63.15; H, 4.66; N, 14.73. Found: C, 63.09; H, 4.70; N, 14.85., 1121-83-1

1121-83-1 5,5-Dimethyloxazolidin-2-one 136892, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; Taniguchi, Takahiko; Kawada, Akira; Kondo, Mitsuyo; Quinn, John F.; Kunitomo, Jun; Yoshikawa, Masato; Fushimi, Makoto; US2010/197651; (2010); 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.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 (EXAMPLE 1VI) (500mg) in DMF (15ML) under nitrogen at 0 was treated with sodium hydride (60% dispersion in mineral oil, 96mg) and the mixture stirred at 20 for 10 min. A SOLUTION OF 6-BROMOHEXYL 4-PENTYN-1-YL ether (WO 02/066422) (545mg) in DMF (1 ML) was added and the mixture stirred at 20 for 18 h. Phosphate buffer solution (pH 6. 5) and water were added and the mixture was extracted with EtOAc. The extract was washed with water and dried (NA2SO4). Solvent EVAPORATION IN VACUO gave a residue, which was purified by flash chromatography on silica gel. Elution with EtOAc-PE (2: 3) gave the title compound (700mg). LCMS RT = 3.48min.

As the paragraph descriping shows that 452339-73-0 is playing an increasingly important role.

Reference£º
Patent; GLAXO WELLCOME HOUSE; WO2004/37773; (2004); 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

EXAMPLE 35 A mixture of 4-[4-[2-(1,3-dioxolan-2-yl) ethyl]phenoxyacetyl]-5-methyl-2-phenyloxazole (1.8 g), 2,4-oxazolidinedione (0.925 g), piperidine (0.12 g) and acetic acid (30 ml) was heated for 15 hours under reflux. The reaction mixture was concentrated under reduced pressure. To the concentrate was added a saturated aqueous solution of sodium hydrogencarbonate, followed by extraction with chloroform. The chloroform layer was washed with water, dried (MgSO4), followed by distilling off the solvent. The oily residue was subjected to a silica gel column chromatography. From the fractions eluted with methanol-chloroform (1:30, v/v) was obtained 5-[3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]phenyl]propylidene]-2,4-oxazolidinedione. This compound was dissolved in tetrahydrofuran (THF) (30 ml), to which was added palladium-carbon (5%, 0.3 g).

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

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5665748; (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.131685-53-5,(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

131685-53-5, A solution of oxazolidinone (+)-1a (1.79 g, 7.67 mmol) in degassed CH2CI2 (30 mL, 4 A MS dried, argon sparged) was cooled to 0 C and n-Bu2BOTf (1.0 M in hexane, 7.67 mL) was introduced, followed by addition of NiPr2Et (1.34 mL, 8.05 mmol). The mixture was cooled to-78 C. A precooled (- 78 C, degassed solution of aldehyde (+) -1 (2.2 g, 6.66 mmol) in CH2CI2 (8 mL) was then added via cannula over 0.25 h (2 mL rinse). After an additional 1.0 h at-78 C, the reaction was warmed to-0 C, stirred for 1 h, then quenched with pH 7 potassium phosphate monobasic-sodium hydroxide buffer (0.05 M, 5.5 mL). A solution of 30% H2O2 in MeOH (1: 2,17 mL) was added to the vigorously stirred reaction mixture at such a rate as to maintain an internal temp < 8 C (15 min, 0'C cooling bath). The reaction was stirred 1 h at room temperature, and the resulting layers were separated. The aqueous layer was extracted (3 x CH2CI2), and the combined organic layers were washed with saturated aqueous NaHCO3 (15 mL), water (15 mL) and saturated brine (2 x 10 mL). The organic layer was dried over MgS04, filtered, and concentrated in vacuo. Flash chromatography (20% ethyl acetate/hexanes) provided (+)-2 (3. 4 9, 85%) as a white foam. [a] 2D +17. 0 (c = 1, CHCI3) ; IR (NaCI) 3523,3081, 3052,2971, 2925, 2872, 1780,1699, 1489,1447, 1157,1099, 1070 ; 1H NMR (500 MHz, CDCI3) 8 7.48 (m, 6H), 7.37-7. 29 (m, 8H), 7.28-7. 20 (m, 6H), 4.67 (dddd, J = 8.9, 5.6, 5.2, 3.7 Hz, 1H), 4.17 (d, J = 5.2 Hz, 2H), 4.04 (ddd, J = 5.9, 4.8, 3.3 Hz, 1H), 3.92 (dddd, J = 6.7, 6.7, 6.7, 6.7 Hz, 1H), 3.25 (dd, J = 13.4, 3.4 Hz, 1H), 3.23 (dd, J= 9.3, 5.6 Hz, 1H), 3.17 (dd, J= 9.3, 5.2 Hz, 1H), 2.96 (d, J= 3.35 Hz, 1H), 2.78 (dd, J= 13.4, 9.7 Hz, 1H), 1.89 (m, 1H), 1.32 (d, J = 6. 7 Hz, 3H), 1.09 (d, J = 6. 7 Hz, 3H) ; 13C NMR (125 MHz, CDCI3) 6 176.8, 152.6, 143.9, 135.1, 129.4, 128.9, 128.6, 127.8, 127.4, 126.9, 86.9, 73.8, 67.0, 66.0, 55.1, 40.8, 37.7, 36.5, 13.2, 12.2 ; high resolution mass spectrum (ES+) m/z 586.2561, [ (M) +, calcd for C36H37NOsNa : 586.2569]. The synthetic route of 131685-53-5 has been constantly updated, and we look forward to future research findings. Reference£º
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; WO2005/35489; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95530-58-8,(R)-4-Isopropyloxazolidin-2-one,as a common compound, the synthetic route is as follows.,95530-58-8

A 2.5M solution of n-butyllithium in hexanes (34.0mL, 85mmol) was added dropwise at -78C to a solution of (4R)-isopropyloxazolidinone (10.0g, 77mmol) in anhydrous THF (100mL). The mixture was stirred at -78C for 15min, and freshly distilled tiglyl chloride (9.3mL, 85mmol), prepared from tiglic acid and SOCl2, was added dropwise to the mixture. The mixture was stirred for 30minat -78C and slowly warmed up to 0C. After 15minat 0C, the mixture was quenched with a satd NH4Cl aqsolution (20mL). The organic solvents were evaporated and the mixture was extracted with AcOEt (50mL¡Á3). The combined extract was washed with brine (30mL), dried over MgSO4, concentrated, and purified by column chromatography (Petroleum ether/ethyl acetate=10:1). Compound 1 was obtained as a white solid (15.5g, 95%); mp 62-63C. Rf (Petroleum ether/ethyl acetate=10:1) 0.40. [alpha]D20 -91.2 (c 0.13, CHCl3). [lit.:20 its enantiomer, mp 63-64C. [alpha]D30 +91.8 (c 0.07, CHCl3)]. 1H NMR (400MHz, CDCl3) delta 6.21 (q, J=6.8Hz, 1H), 4.58-4.46 (m, 1H), 4.32 (dd, J=8.9, 8.9Hz, 1H), 4.17 (dd, J=8.9, 5.6Hz, 1H), 2.42-2.28 (m, 1H), 1.91 (s, 3H), 1.81 (d, J=8.9Hz, 3H), 0.92 (d, J=7.1Hz, 3H), 0.91 (d, J=6.6Hz, 3H). ESI-MS: Calcdfor C11H18NO3+ [M+H]: 212.1, found:

As the paragraph descriping shows that 95530-58-8 is playing an increasingly important role.

Reference£º
Article; Xu, Qian-Qian; Zhao, Qun; Shan, Guang-Sheng; Yang, Xi-Cheng; Shi, Qi-Yuan; Lei, Xinsheng; Tetrahedron; vol. 69; 50; (2013); p. 10739 – 10746;,
Oxazolidine – Wikipedia
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