Heterocyclic Building Blocks-Oxazolidine

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.

Example 7 A mixture of 6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofurancarbaldehyde (1.70 g), 2,4-oxazolidinedione (1.55 g), pyrrolidine (0.365 g) and ethanol (40 ml) was heated under refluxing conditions for 3 hours. The reaction mixture was poured over water; the resulting crystals were collected by filtration. The crystals were dissolved in tetrahydrofuran (100 ml); after palladium-carbon (0.40 g) was added, the mixture was subjected to catalytic reduction at room temperature under an atmospheric pressure of 1 atm. After the catalyst was filtered off, the filtrate was concentrated under reduced pressure; the residue was subjected to silica gel column chromatography. From the fraction eluted with methanolchloroform (2:98, v/v), crystals of 5-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofuranylmethyl]-2,4-oxazolidinedione (0.14 g, 6.6%) were obtained, which was then recrystallized from dichloromethane-methanol to yield colorless prisms having a melting point of 172 to 173 C. Elemental analysis for C23 H18 N2 O6: Calculated: C, 66.03; H, 4.34; N, 6.70 Found: C, 65.95; H, 4.31, N, 6.71

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; Takeda Chemical Industries, Ltd.; US5723479; (1998); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

147959-19-1, (S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

acid [1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-amide To a cooled solution of (S)-2,2-dimethyl-4-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid t-butyl ester (2.05 g, 8.43 mmol) in dry tetrahydrofuran (25 mL) was added 1.4M methyl magnesium bromide in diethyl ether (6.02 mL) at -78 C. The mixture was stirred at -78 C. for 30 min and then warmed to -5 C. The mixture was extracted with diethyl ether and ammonium chloride solution. The organic layer was dried and concentrated. The crude mixture was purified by ISCO flash chromatography (0 to 60% ethyl acetate/hexanes) to give two fractions. The first fraction afforded (S)-4-((S)-2-hydroxy-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid t-butyl ester as a colorless oil (870 mg): 1H NMR (300 MHz, CDCl3) delta ppm 1.20 (d, J=6.0 Hz, 3H), 1.42-1.60 (m, 1H), 1.50 (s, 12H), 1.55 (s, 3H), 1.68-1.88 (m, 1H), 3.66 (d, J=8.8 Hz, 1H), 3.69-3.80 (m, 1H), 3.94-4.08 (m, 1H), 4.17-4.30 (m, 1H), 4.62 (br. s., 1H); The second fraction afforded (S)-4-((R)-2-hydroxy-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid t-butyl ester as a white solid (740 mg): 1H NMR (300 MHz, CDCl3) delta ppm 1.22 (d, J=6.0 Hz, 3H), 1.49 (s, 12H), 1.58 (br. s., 3H), 1.75-1.90 (m, 2H), 2.56 (br. s., 1H), 3.75-3.93 (m, 2H), 3.95-4.05 (m, 1H), 4.03-4.20 (m, 1H).

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.

Reference£º
Patent; Berthel, Steven Joseph; Brinkman, John A.; Hayden, Stuart; Haynes, Nancy-Ellen; Kester, Robert Francis; McDermott, Lee Apostle; Qian, Yimin; Sarabu, Ramakanth; Scott, Nathan Robert; Tilley, Jefferson Wright; US2009/264445; (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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

WORKING EXAMPLE 29 In substantially the same manner as in Working Example 11, 3-methoxy-4-[1-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]cinnamaldehyde was condensed with 2,4-oxazolidinedione. The condensate was subjected to catalytic hydrogenation to yield 5-[3-[3-methoxy-4-[1-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propyl]-2,4-oxazolidinedione. NMR(delta ppm in CDCl3): 1.73(3H,d,J=6.5 Hz), 1.7-2.1(4H,m), 2.28(3H,s), 2.59(2H,t,J=7 Hz), 3.85(3H,s), 4.82(1H,dd,J=7&4.5 Hz), 5.32(1H,q,J=6.5 Hz), 6.59(1H,dd,J=8&2 Hz), 6.68(1H,d,J=2 Hz), 6.78(1H,d,J=8 Hz), 7.35-7.5(3H,m), 7.95-8.1(2H,m), 8.66(1H,br s).

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.; US5932601; (1999); 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.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.

To a solution of (ethoxycarbonylmethylene) triphenylphosphorane (6.45 g, 18.51 mmol) in dry THF (30 mL) was added a solution of the above crude aldehyde (3.0 g, 12.34 mmol) in dry THF (25 mL). The reaction mixture was refluxed for 12 h. It was then concentrated and purified by silica gel column chromatography using petroleum ether/EtOAc (8.5:1.5) as eluent to afford the alpha,beta-unsaturated olefin 10 (3.5 g, 80%, after two steps) as a pale yellow liquid; (c 1.2, CHCl3). IR (neat): numax 3384, 2931, 1696, 1595, 1298, 982 cm-1. 1H NMR (200 MHz, CDCl3): delta 1.22 (t, J = 7.20 Hz, 3H), 1.40 (s, 9H), 1.48 (s, 3H), 1.54 (s, 3H), 2.35-2.66 (m, 2H), 3.59-3.68 (m, 1H), 3.83-3.90 (m, 2H), 4.12 (q, J = 7.15 Hz, 2H), 5.79 (d, J = 15.60 Hz, 1H), 6.82 (m, 1H). 13C NMR (50 MHz, CDCl3): delta 14.2, 26.7, 27.3, 28.4, 35.6, 56.1, 60.2, 66.8, 80.3, 94.0, 123.7, 128.9, 144.6, 166.2. ESI[MS](m/z): 336.12 [M++Na]. Anal. Calcd for C16H27NO5: C, 61.32; H, 8.68; N, 4.47%. Found: C, 61.48; H, 8.55; N, 4.51%.

147959-19-1, The synthetic route of 147959-19-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Show, Krishanu; Upadhyay, Puspesh K.; Kumar, Pradeep; Tetrahedron Asymmetry; vol. 22; 11; (2011); p. 1234 – 1238;,
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

108149-63-9, General procedure: To a stirred solution of 35 (0.300g, 1.30mmol), appropriate hydroxypyridine (0.247g, 2.60mmol) and PPh3 (0.681g, 2.60mmol) in anhydrous THF (15mL) was added DIAD 95% (0.54mL, 2.60mmol) at 80C. After 3h, the mixture was concentrated under reduced pressure and EtOAc (100mL) was added. The organic layer was extracted with cold 0.1M aqueous HCl (2¡Á40mL). 1 M aqueous NaOH (60mL) was added to the aqueous layer and the resulting mixture was extracted with EtOAc (2¡Á100mL). The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by flash silica gel column chromatography eluting with Hexanes/EtOAc (7:3). 4.10.1 1,1-Dimethylethyl (S)-2,2-dimethyl-4-[[(3-pyridyl)oxy]methyl]-3-oxazolidinecarboxylate (15) Yellow oil. 53% yield: [alpha]D25+58 [alpha]D25+58 (c 3.46, CH2Cl2); IR v 3058, 2979, 2936, 2880, 1689, 1575, 1477, 1427, 1385, 1376, 1365cm-1; 1H NMR (200MHz, CDCl3) delta (ppm): 8.29-8.18 (m, 2H, Ar), 7.25-7.13 (m, 2H, Ar), 4.23-3.87 (m, 5H, CHN, CH2O, CH2OAr), 1.58, 1.53, 1.46 (s, 15H, CH3, C(CH3)3); 13C NMR (50MHz, CDCl3) delta (ppm) major rotamer: 154.57 (Ar), 152.21 (C=O), 142.07, 138.32, 123.71, 120.69 (Ar), 93.49 (C), 80.58 (C(CH3)3), 66.17, 65.00 (CH2O, CH2OAr), 55.79 (CHN), 28.29 (C(CH3)3), 27.41, 24.12 (CH3). HRMS (m/z): [MH+] calcd for C16H25N2O4, 309.1809; found, 309.1818.

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

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

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

After a mixture of NaBH4 (5.2 g, 139 mmol) and LiCl (5.9 g,139 mmol) in dry EtOH (30 mL) was stirred for 30 min at 0 C, compound20 (6.0 g, 23 mmol) dissolved in 15 mL of dry THF wasadded. The resulting mixture was warmed to room temperatureand stirred for 12 h. The precipitate was filtered over Celite andwashed with EtOH. The filtrate was then evaporated and partitionedbetween ethyl acetate and brine. After the aqueous layerwas extracted with ethyl acetate (5), the organic layer was driedover Na2SO4 and concentrated in vacuo to afford the intermediatealcohol as a yellow oil. To a reaction mixture of dry THF (100 mL)containing 11 g (42 mmol) of PPh3, 8.2 g (56 mmol) of phthalimide,and 6.6 g (28 mmol) of the yellow oil, 22.7 mL (40% in toluene,50 mmol) of diethyl azodicarboxylate dissolved in dry THF(20 mL) was added dropwise while stirring in an ice bath. After12 h at ambient temperature, the solvent was evaporated, and theresulting residue was purified by column chromatography (hexane/ethyl acetate = 3:1) to afford 21 as white crystals (5.4 g, 53%)., 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.

Reference£º
Article; Nagaoka, Hikaru; Nishiwaki, Hisashi; Kubo, Takuya; Akamatsu, Miki; Yamauchi, Satoshi; Shuto, Yoshihiro; Bioorganic and Medicinal Chemistry; vol. 23; 4; (2015); p. 759 – 769;,
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.,80-65-9

General procedure: Following the addition of 4-(4-fluorophenoxy) butyric acid (0.71 g, 3.6 mmol) to 20 mL ofdichloromethane in a 50 mL three-necked round-bottom flask, thesolution was agitated until dissolution. Subsequently, EDCI (0.85 g,4.44 mmol) HOBt (0.6 g, 4.44 mmol) and triethylamine (0.84 g,9.25 mmol) were added in turn at 0 C. Stirring in an ice bath for 1 h,3-amino-2-oxazolidinone (0.37 g, 3.6 mmol) was added again. Thesolutionwas brought to 25 C and stirred overnight. Following TLC,the product was filtered by vacuum and dried under rotary evaporation.The product was a white solid weighing 0.51 g with a yieldof 50.2%.

As the paragraph descriping shows that 80-65-9 is playing an increasingly important role.

Reference£º
Article; Jiang, Kai; Yan, Xinlin; Yu, Jiahao; Xiao, Zijian; Wu, Hao; Zhao, Meihua; Yue, Yuandong; Zhou, Xiaoping; Xiao, Junhai; Lin, Feng; European Journal of Medicinal Chemistry; vol. 194; (2020);,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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,875444-08-9

To a solution of (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl-4- methyloxazolidin-2-one (46g, 147mol) in DMF (150ml) was dropwise added NaHMDS (176ml, 176mol) at -40C. The reaction mixture was stirred for 30 min, and slowly added with drops of a dilution of 5-bromo-3-(chloromethyl)-N-cyclohexyl-N-ethylpyrid’ine-2-amine of step 3 in DMF (30ml). The resulting reaction mixture was heated to room temperature, stirred for 3 hrs, and diluted with ethyl acetate (200ml) before quenching with water (500ml). The organic layer was withdrawn, washed with water (1.5L), and filtered through a silica- selite pad in a vacuum to afford the title compound (60g, 67%). 1H NMR (400 MHz, CDCI3) 8.31 (s, 1 H), 7.89 (s, 1 H), 7.76 (s, 2 H), 7.74 (s, 1 H), 5.73 (d, 1 H, J = 8.0 Hz), 4.68 (d, 1 H, J = 16.0 Hz), 4.30 (d, 1 H, J = 16.0 Hz), 3.93 (m, 1 H), 3.44 (m, 1 H), 3.03 (m, 1 H), 2.68 (m, 1 H), 1.44- .86 (m, 5 H), 1.02-1.44 (m, 5 H), 0.86 (t, 3 H, J = 6.8 Hz), 0.66 (d, 3 H, J = 6.4 Hz).

As the paragraph descriping shows that 875444-08-9 is playing an increasingly important role.

Reference£º
Patent; DONG-A ST CO.,LTD; PARK, Jang Hyun; SONG, Seung Hyun; CHUNG, Han Kook; KIM, Heung Jae; LEE, Ji Hye; JANG, Byeong Jun; KIM, Eun Jung; JUNG, Hae Hum; RYU, Chae Lim; HWANG, Jae-Sung; LEE, Hyung Ki; KANG, Kyung Koo; KIM, Soon Hoe; WO2014/157994; (2014); 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.95530-58-8,(R)-4-Isopropyloxazolidin-2-one,as a common compound, the synthetic route is as follows.,95530-58-8

A mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (600 mg, 1.7 mmol), (R)-4-isopropyl-2-oxazolidinone (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 2-[3-((R)-4-isopropyl-2-oxo-oxazolidin-3-yl)-phenyl] -3,3-dimethyl- l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (555 mg, 80%) as a white solid : LC/MS m/e calcd for C24H28N2O4 (M+H)+: 409.50, observed: 409.1.

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

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
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.,108149-63-9

General procedure: To a stirred solution of 35 (0.300g, 1.30mmol), appropriate hydroxypyridine (0.247g, 2.60mmol) and PPh3 (0.681g, 2.60mmol) in anhydrous THF (15mL) was added DIAD 95% (0.54mL, 2.60mmol) at 80C. After 3h, the mixture was concentrated under reduced pressure and EtOAc (100mL) was added. The organic layer was extracted with cold 0.1M aqueous HCl (2¡Á40mL). 1 M aqueous NaOH (60mL) was added to the aqueous layer and the resulting mixture was extracted with EtOAc (2¡Á100mL). The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by flash silica gel column chromatography eluting with Hexanes/EtOAc (7:3).

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