Heterocyclic Building Blocks-Oxazolidine

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.

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 as a colorless oil, numax (neat): 2958 (m), 2927 (s), 2854 (m), 1777 (s), 1699 (s), 1487 (w), 1465 (m), 1384 (s), 1301 (m), 1269 (w), 1232 (m), 1204 (s), 1120 (w), 1091 (w), 1059 (m), 1020 (m), 971 (w), 773 (m), 723 (w), 708 (w); ?H (CDCl3): 0.78 (3H, m), 0.82 (6H, d, J=6.2Hz), 1.18 (6H, m), 1.55 (2H, m), 2.28 (1H, m), 2.74 (1H, pseudoquintet, J=6.2Hz), 2.89 (1H, pseudoquintet, J=6.4Hz), 4.11 (1H, dd, J=16, 4Hz), 4.18 (1H, pseudotriplet, J=8.4Hz), 4.34 (1H, m); ?C (CDCl3): 14.0, 14.9, 18.0, 23.0, 24.9, 28.2, 29.3, 31.9, 35.8, 58.5, 63.5, 154, 173.8; GC-MS [column: DB-5MS, 5% phenylmethylsiloxane, 30m¡Á0.25mm id; carrier gas, He; temp: 50-280C (10C/min)]: tR: 19.43min (100%); MS of 4 (70eV, EI); m/z: 255 (1, M+), 212 (2), 184 (5), 171 (8), 142 (1), 127 (17), 109 (3), 85 (9), 71 (8), 57 (42), 41 (47).

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

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

WORKING EXAMPLE 22 In substantially the same manner as in Working Example 11, 3-fluoro-4-(5-methyl-2-phenyl-4-oxazolyl methoxy)cinnamaldehyde was condensed with 2,4-oxazolidinedione. The condensate was subjected to catalytic reduction to yield 5-[3-[3-fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propyl]-2,4-oxazolidinedione, which was recrystallized from dichloromethane-methanol to give colorless prisms, m.p.180-181 C.

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

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5932601; (1999); A;,
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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.

To a flame dried 250 mL round bottom flask equipped with a stir bar was added oxazolidinone A (7.0g, 30 mmol) and ethyl acetate (100 mL). To the stirred solution was added MgCl2 (570 mg, 6 mmol), triethylamine (5.7 mL, 45 mmol), and benzaldehyde (3.66 mL, 36 mmol). The reaction was stirred over night then the yellow solution was filtered through a plug of silica (5 cm x 5 cm) with diethyl ether (500 mL). The volatiles were removed in vacuo followed by the addition of methanol (50 mL) and 3 drops of trifluoroacetic acid. The solution was stirred for 1 h; a white precipitate formed, was filtered and washed with methanol (50 mL). The white solid was dried to obtain 8.28 g (81%).

131685-53-5 (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone 10966403, aoxazolidine compound, is more and more widely used in various.

Reference£º
Article; Dixon, Alexandre D.C.; Wilson, Robert J.; Nguyen, Daniel D.; Clark, Daniel A.; Tetrahedron Letters; vol. 58; 43; (2017); p. 4054 – 4056;,
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875444-08-9, (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 5: (4S,5R)-5-(3,5-Bis-trifluoromethyl-phenyl)-3-(2-bromo-5-tri?uoromethyl-benzyl)-4- niethyl-oxazolidin-2-one[00524] To (4S,5R)-5-(3,5-bis-t?fluoromethyl-phenyl)-4-methyl-oxazohdin-2-one (0246g,0 79mmol) in THF (1OmL) at room temperature was added sodium hexamethyldisilazane (IM inTHF, 1 02mL, 1 02mmol), and the reaction was stirred for 15 minutes 2-Bromo-5-(tnfluoromethyl)benzyl bromide (025Og, 0 79mmol) was added, and the reaction was stirred overnight at room temperature The mixture was worked-up with EtOAc and H2O, and the crude material was purified by silica gel chromatography to give the title compound

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

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; WO2009/108720; (2009); A2;,
Oxazolidine – Wikipedia
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90319-52-1, (R)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of methyl fumarate (29) (2.66 g, 20.4 mmol) and pivaloyl chloride (2.70 g, 2.76 mL, 22.5 mmol) in THF (40 mL) was cooled to -20 ¡ãC. Triethylamine (4.13 g, 5.68 mL, 40.8 mmol) was added dropwise, and the mixture was stirred 1.5 h at -20 ¡ãC. The cooling bath was removed, and the solution was allowed to warm to room temperature. Solid LiCl (0.953 g, 22.5 mmol) and (R)-phenyl-oxazolidone 13 (5.00 g, 30.6 mmol) were added portionwise, and the reaction was stirred 12 h H2O (10 mL) and ethyl acetate (50 mL) were added. The layers were separated, and the aqueous layer was extracted with ethyl acetate (2*10 mL). The combined organic layers were washed with 1 M HCl (1*25 mL), saturated Na2CO3 (2*50 mL), saturated brine (1*50 mL), dried (Na2SO4), and concentrated under reduced pressure. The crude product was purified by flash chromatography, eluting with hexanes/ethyl acetate (3:1) to provide 4.38 g (78percent) of the chiral methyl fumarate 30 as a white solid: mp 92-94 ¡ãC; 1H NMR (400 MHz) delta 8.17 (d, J=15.7 Hz, 1H), 7.43 (comp, 5H), 6.87 (d, J=15.7, 1H), 5.50 (dd, J=4.0, 8.9 Hz, 1H), 4.76 (t, J=8.9 Hz, 1H), 4.36 (dd, J=4.0, 8.9 Hz, 1H), 3.81 (s, 3H); 13C NMR (100 MHz) delta 165.1, 163.1, 153.2, 138.2, 133.8, 132.2, 129.1, 128.8, 125.9, 70.2, 57.7, 52.2; IR (neat) 1780, 1727, 1690, 1387, 1341, 1306, 1279, 1196 cm-1; mass spectrum (CI) m/z 275.0869 [C14H13NO5 (M+1) requires 275.0794].

90319-52-1 (R)-4-Phenyloxazolidin-2-one 730425, aoxazolidine compound, is more and more widely used in various.

Reference£º
Article; Hethcox, J. Caleb; Shanahan, Charles S.; Martin, Stephen F.; Tetrahedron; vol. 71; 37; (2015); p. 6361 – 6368;,
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

Preparation of 2-[3-(1-adamantyl)-2-(5,5-dimethyl-2,4-dioxooxazolidinyl)-3-oxopropanamido]-4-nitroanisole [5] A suspension of 16.28 g (0.04 mol) of [4], 5.17 g (0.04 mol) of 5,5-dimethyloxazolidine-2,4-dione, and 16.58 g (0.12) mol of anhydrous potassium carbonate in 380 mL of dried acetone was refluxed for 3 hours. Thin layer chromatographic analysis indicated that the reaction was complete. The reaction mixture was concentrated in vacuoto yield an orange-colored solid. It was dissolved in ethyl acetate and the organic layer was washed with HCl (10%) and brine until neutrality. The organic layer was dried, filtered, and concentrated to yield an oil which solidified upon standing. It was triturated in ligroin. The final dried product (15.92 g, 79.8%) gave one spot on TLC. All analytical data confirmed the assigned structure.

695-53-4 5,5-Dimethyloxazolidine-2,4-dione 3081, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; EASTMAN KODAK COMPANY; EP1014186; (2000); A1;,
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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.

tert-Butyl (4R)-4-{ [(4-chlorophenyl)sulfanyl] methyl}-2,2-dimethyl-l ,3- oxazolidine-3-carboxylate (K.1). Step 1. Methanesulfonyl chloride (0.40 ml, 5.19 mmol) was added dropwise to a stirred solution of tert-butyl (45)-4-(hydroxymethyl)-2,2-dimethyl-l,3- oxazolidine-3-carboxylate [prepared as for its enantiomer, Dondoni, et al.13] (1.00 g, 4.32 mmol) and triethylamine (1.22 ml, 8.65 mmol) in CH2CI2 (15 mL) at 0 C. The mixture was warmed to rt and stirred for 20 min then washed with sat aHC03 (3 x 5 mL), dried, and the solvent evaporated to give the crude mesylate as an oil (1.22 g, 3.94 mmol).

The synthetic route of 108149-63-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; SCHRAMM, Vern, L.; CLINCH, Keith; GULAB, Shivali, Ashwin; WO2015/123101; (2015); A1;,
Oxazolidine – Wikipedia
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145589-03-3, (R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of hexyllithium 2.3 M in hexane (18.3 ml, 42.1 mmol) is added at 0 C. and under nitrogen to a solution of diisopropylamine (5.19 ml, 42.1 mmol) in anhydrous tetrahydrofuran (10 ml). After 15 minutes the solution is cooled to -78 C. and a solution of (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one (compound (XV), 10 g, 38.3 mmol), in THF (5 ml) is added dropwise. After 45 minutes at -78 C., tert-butylbromoacetate (10.7 ml, 72.7 mmol) is added. The temperature is raised to 20 C. in 4 hours, then a saturated solution of ammonium chloride (50 ml) is added, the tetrahydrofuran is evaporated and the suspension thus obtained is extracted twice with ethyl acetate (2*100 ml). The combined organic phases are washed with 0.5N HCl, brine and are dried over sodium sulphate. After evaporating the solvent in a rotary evaporator, 16.48 g of raw product are obtained (orange-coloured solid), which is purified by flash chromatography (8:2 cyclohexane/ethyl acetate), obtaining 6.1 g of product as white solid (yield 50%). Alternatively the product can be purified by crystallizing the raw reaction product from isopropanol. 1H NMR (300 MHz, CDCl3, 298K) delta 7.37-7.20 (m, 5H), 4.70-4.60 (m, 1H), 4.20-4.08 (m, 3H), 3.35-3.25 (dd, J=13.5 Hz, 3.1 Hz.1H), 2.85-2.75 (dd, J=28.9, 10.1 Hz, 1H), 2.75-2.65 (dd, J=13.8, 10.11 Hz, 1H), 2.47-2.37 (dd, J=16.8 Hz, 3.1 Hz, 1H), 2.01-1.91 (m, 1H), 1.45-1.35 (s, 9H).1.05-0.95 (d, J=6.7 Hz, 3H), 0.95-0.85 (d, J=6.7 Hz, 3H). 13C NMR (75 MHz, CDCl3, 298K) delta 176.8, 173.1, 154.4, 137.1, 130.5, 130.2, 178.3, 81.6, 66.9, 57.0, 45.4, 38.5, 34.6, 31.1, 29.2, 21.7, 19.5.

The synthetic route of 145589-03-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chemo Iberica, S.A.; Taddei, Maurizio; Russo, Adele; Cini, Elena; Riva, Renata; Rasparini, Marcello; Carcone, Luca; Banfi, Luca; Vitale, Romina; Roseblade, Stephen; Zanotti-Gerosa, Antonio Carlo; US2013/71899; (2013); 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

To a rapidly stirred solution of lithium chloride (510 mg, 12.030 mmol, 3.00 equiv.) and oxazolidine-2,4-dione (380 mg, 3.760 mmol, 1.00 equiv.) in THF (8 mL) under N2 atmosphere at -78 C. was added t-BuLi (7.5 mL, 12.00 mmol, 3.00 equiv) dropwise. The reaction mixture was stirred at -78 C. for 20 minutes then warmed up to 0 C. for 5 minutes. The mixture was recooled to -78 C. and a solution of 2-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-3-methylbutanal (400 mg, 1.186 mmol, 0.30 equiv.) in THF (4 mL) was added. The reaction was stirred at -78 C. for 30 minutes. The reaction was monitored by TLC. Saturated aq. NH4Cl was added and the mixture was extracted with EtOAc, and the combined organic layer. The organic layer was dried over Na2SO4 and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (DCM/MeOH=20:1) to yield 5-(2-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-1-hydroxy-3-methylbutyl)oxazolidine-2,4-dione as a white solid. Mass spectrum (ESI, m/z): Calculated for C24H23FN2O5, 439.2 (M+H), found 439.1.

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

Reference£º
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (179 pag.)US2019/47959; (2019); A1;,
Oxazolidine – Wikipedia
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2346-26-1, Oxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

C. 3-Triphenylmethyl-2,4-oxazolidinedione To a solution of 600 mg of 2,4-oxazolidinedione and 601 mg of triethylamine in 7.0 ml of chloroform was added 1.66 g of triphenyl chloromethane and the reaction mixture stirred at room temperature for 30 minutes. The resulting mixture was dissolved in 250 ml of ethyl acetate and washed with water (3*50 ml) and brine (2*20 ml) and dried over sodium sulfate. Removal of the solvent gave 1.8 g of the desired product.

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

Reference£º
Patent; Pfizer Inc.; US5498621; (1996); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem