Heterocyclic Building Blocks-Oxazolidine

875444-08-9,875444-08-9, (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

A solution of (45,5J?)-5-[3;5-bis(trifluoromethyl)phenyl]-4-methyl-1,3-oxazolidin-2-one (12.00 g, 38.3 mmol) in THF (200 mL) was cooled to 0 C. NaH (0.919 g, 38.3 mmol) was added. The mixture was stirred at 0 C for 30 min. The title compound from Step A (10.0 g, 31.9 mmol) in THF (30 mL) was added. The mixture was stirred at 0 C and then room temperature for 4 h. Saturated NH C1 (10 mL) was added. The mixture was extracted with ethyl acetate (3 xlOO mL). The combined organic fractions were washed with brine (saturated, 20 mL), dried (Na2S0 ), filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 65i, eluting with EtOAc/hexane (20/80) to give the title compound as a colorless solid. NMR (CDCl3s 500 MHz) delta 8.57 (s, 1H), 7.94 (s, 1H), 7.82 (s, 2H), 5.86 (d, J= 8.5 Hz, 1H), 4.97 (d, J- 18.0 Hz, 1H), 4.46 (m5 1H), 4.28 (d, J= 17.5 Hz, 1H), 2.60 (s, 3H), 0.83 (d, J= 6.5 Hz 3H)

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LU, Zhijian; CHEN, Yi-Heng; SMITH, Cameron; LI, Hong; THOMPSON, Christopher, F.; SWEIS, Ramzi; SINCLAIR, Peter; KALLASHI, Florida; HUNT, Julianne; ADAMSON, Samantha, E.; DONG, Guizhen; ONDEYKA, Debra, L.; QIAN, Xiaoxia; SUN, Wanying; VACHAL, Petr; ZHAO, Kake; WO2012/58187; (2012); 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.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

[0351] Method A: nBuLi (1.6 M in hexanes, 7.6 ml, 12.2 mmol, 1.5 eq) was added slowly to a stirred solution of (S)-4-isopropyloxazolidin-2-one (Aldrich, 1.5 g, 11.6 mmol, 1 eq) in 20 ml anhydrous THF at -78 C. After 10 min 3-phenylpropanoyl chloride (Aldrich, 1.9 ml, 2.15 g, 12.8 mmol, 1.1 eq) was added dropwise. The reaction was warmed to 0 C. After 1 h the reaction was quenched with saturated aqueous NH4C1. The reaction was stirred at 0 C to room temperature overnight. The reaction was partitioned between water/EtOAc, and the layers were separated. The organic layer was washed with water (x2), brine (xl), and dried over Na2S04. The inorganics were filtered off, and the solvent was removed via rotary evaporation. Purification via flash chromatography on silica gel yielded 2.73 g (10.44 mmol, 90% yield) of (S)-4-isopropyl-3-(3-phenylpropanoyl)oxazolidin-2-one., 17016-83-0

17016-83-0 (S)-4-Isopropyl-2-oxazolidinone 7157133, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; COMENTIS, INC.; BILCER, Geoffrey, M.; LILLY, John, C.; SWANSON, Lisa, M.; WO2011/130383; (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.131685-53-5,(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

General procedure: To a solution of imide 11 (548 mg, 2.35 mmol) in CH2Cl2 (11.8 mL) was added dropwise a solution of TiCl4 in CH2Cl2 (1.00M, 3.53 mL, 3.53 mmol) at 0 C. The color of the solution turned to yellow soon. After stirring for 5 min, TMEDA (0.928 mL, 6.23 mmol) was added dropwise. The resulting dark red solution was stirred for 1 h at 0 C before n-octanal (12,0.819 mL, 5.24mmol) was added dropwise. After the resulting mixture was stirred for another 2 h at 0 C, the reaction was quenched with aqueous NH4Cl. The resulting yellow precipitates were filtered off. The filtrate was extracted threetimes with CH2Cl2. The combined organic phases were dried over Na2SO4 and concentrated under reduced pressure.The crude product was purified by silica gel column chromatography (diethyl ether / n-hexane 1:3 to 1:1) to give 13(575 mg, 1.59 mmol, 68%) as a pale yellow oil.

131685-53-5, As the paragraph descriping shows that 131685-53-5 is playing an increasingly important role.

Reference£º
Article; Nakajima, Daisuke; Sueyoshi, Kosuke; Orihara, Kensuke; Teruya, Toshiaki; Yokoshima, Satoshi; Synlett; vol. 30; 8; (2019); p. 924 – 927;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

139009-66-8, (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (4S)-3-(tert-butoxycarbonyl)-2,2-dimethyl-l,3-oxazolidine-4- carboxylic acid (0.56 g, 2.3 mmol) in dry JV,iV-dimethylacetamide (10 mL) was added HATU (0.11 g, 2.87 mmol) and DIEA (0.742 g, 5.75 mmol). After the reaction solution was stirred at rt for 1 h, 6-(4-aminophenyl)-Lambda^-(4-{[2-(trifluoromethyl)pyridin-4- yl]oxy}phenyl)pyrimidine-2,4-diamine (0.84 g, 1.92 mmol) was added. The solution was stirred for an additional 24 h at rt and separated by preparative HPLC to afford a solid intermediate, which was treated with methanol (10 mL) and concentrated HCl (0.5 mL) for 12 h at rt. The resulting mixture was diluted with DMSO and purified by HPLC to give a solid. The solid was stirred with saturated sodium bicarbonate and EtOAc for 2 h. The organic layer was separated, washed with water and brine, dried over magnesium sulfate, and evaporated to afford 0.433 g (43%) of pure product. 1H NMR (DMSO-J6) delta 9.34 (s, IH), 8.59 (d, IH), 7.88 (m, 4H), 7.76 (d, 2H), 7.37 (s, IH), 7.16 (m, 3H), 6.45 (s, IH), 6.36 (s, 2H), 4.88 (t, IH), 3.56 (m, 2H), 3.39 (m, IH); MS ES 526 (M+H)+ calcd 526.

139009-66-8, The synthetic route of 139009-66-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/99231; (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.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, Step 3: Preparation of (S)-3 -(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4- carboxylic acid (Intermediate 4) To a solution of (5)-3-tert-butyl-4-methyl 2,2-dimethyloxazolidine-3,4- dicarboxylate (6.75 g, 26.0 mmol) in THF (80 mL) and water (40 mL) was added lithium hydroxide hydrate (1.20 g, 28.6 mmol) at room temperature. The reaction mixture was. stirred for 12 hours at room temperature. After evaporation of volatile solvents, the residue was diluted with EtOAc, neutralized with 2 N aq. HC1, washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to obtain the title compound (6.32 g, 99%), which was used for the next reaction without further purification.?H-NMR (400 MHz, CDC13): (two sets of rotamers) 4.40-4.5 1 (m, 1H),4.17-4.28 (m, 1H), 4.11-4.15 (m, 1H), 1.62 and 1.67 (s and s, 3H), 1.51 and 1.54 (s and s, 3H), 1.43 and 1.51 (s and s, 9H).

The synthetic route of 95715-86-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KAINOS MEDICINE, INC.; OH, Su-Sung; CHOI, Minjeong; WO2015/156601; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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, Synthesis of (1R, 2R) and (IS, 2S)-methyl-3-(2-(4-chlorophenyl)-5′-fluoro-2-isopropyl- 2′-oxospiro [cyclopropane- 1 ,3′-indoline] – 1 ‘-yl) -5- (2-oxooxazolidin-3-yl)benzoate3-bromo-5-((lS,2S)-2-(4-chlorophenyl)-5′-fiuoro-2-isopropyl-2′-oxospiro[cyclopropane- l,3′-indoline]-l’-yl)benzoate, 3-bromo-5-((lR,2R)-2-(4-chlorophenyl)-5′-fiuoro-2- isopropyl-2′-oxospiro[cyclopropane-l,3′-indoline]-l’-yl)benzoate (0.545 g, 1 mmol), 2- oxazolidone (0.105 g, 1.2 mmol), Cul (20 mg), and K2C03 (0.276 g, 2 mmol) were placed in a Schlenk tube under Argon atmosphere and dissolved in dry acetonitrile. The N, N’- dimethyl-l,2-ehtanediamine (21 L, 20%equiv) was added into the mixture. The mixture was strirred at 80 C for 14 hours. The solvent was removed in vacuo and the residue was purified by flash column chromatography to give the title compound as white powder (0.40 g, 73%). LC/MS m/e calcd. for C30H26CIFN2O5: 548, observed (M+H)+: 549.5

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; HE, Yun; HUANG, Mengwei; YUN, Hongying; WO2011/70039; (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.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

The chiral intermediate (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one (compound of formula XV; cf. also compound 11 in Scheme 3) (280 mg) prepared by procedure of WO 2007/005572 is dissolved in DMF (30 mL) and cooled to -15C. 2 M NaHMDS (3.90 mL, 1.05 eq) was then added over 1 h, followed by addition of the biaryl chloride EBFCI (270 mg) in DMF (5 mL), maintaining the internal temperature below-10 C. The mixture was warmed to +12 C and was aged until complete conversion took place. Then 5M HCl (3.5 mL) was added, followed by 20 mL of 10% IPAC/Heptanes and 40 mL of water, keeping the temperature between 10C and 20C throughout. The layers were cut and the organic layer was washed twice with 20 mL of 1/1 DMF/water followed by two 15 mL water washes. The organic layer was then removed under reduced pressure and the resulting residue was purified by flash chromatography (EtOActhexanes) to remove the excess oxazolidinone (compound of formula XV). The pure (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-3-((5′-ethyl-4′-fluoro-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl)methyl)-4-methyloxazolidin-2-one (DMAP, compound of formula XII”) was obtained as a colorless oil (388 mg, 80%).

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

Reference£º
Patent; LEK Pharmaceuticals d.d.; EP2468736; (2012); 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.90719-32-7,(S)-4-Benzyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

90719-32-7, Compound IIIa (177 g, available from Jiangsu Senxuan Pharmaceutical Chemical Co., Ltd.) was dissolved in 3 L of dichloromethane,After cooling to 0 C, triethylamine (162 g) and 4-dimethylaminopyridine (12 g) were added,Was added dropwise propionyl chloride (101 g, purchased from Shanghai Da Rui Fine Chemicals Co., Ltd.), reacted at 0 C for 1 hour,Add water quenching reaction, liquid separation, collecting methylene chloride phase, anhydrous sodium sulfate drying, filtration,Concentrated to give 220 g of compound IVa, which was used directly in the next step.

The synthetic route of 90719-32-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Jiangsu Shengdi Pharmaceutical Co., Ltd.; Zhang Fuyao; (10 pag.)CN107098868; (2017); A;,
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

To a dry THF solution containing compound 23 (2.5 g,11 mmol), which was prepared from L-serine via step a and areduction by NaBH4, LiCl/dry THF, 0.5 g (20 mmol) of NaH was added. After stirring for 5 min, 3.4 g (22 mmol) of iodoethanewas added. After stirring for 10 h at ambient temperature, 1 mLof H2O was added to the reaction mixture, the solvent wasremoved in vacuo, and the resulting residue was purified by columnchromatography (hexane/ethyl acetate = 4:1) to afford 24 asan oil (1.3 g, 47%)., 108149-63-9

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

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.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

To a dry THF solution containing compound 23 (2.5 g,11 mmol), which was prepared from L-serine via step a and areduction by NaBH4, LiCl/dry THF, 0.5 g (20 mmol) of NaH was added. After stirring for 5 min, 3.4 g (22 mmol) of iodoethanewas added. After stirring for 10 h at ambient temperature, 1 mLof H2O was added to the reaction mixture, the solvent wasremoved in vacuo, and the resulting residue was purified by columnchromatography (hexane/ethyl acetate = 4:1) to afford 24 asan oil (1.3 g, 47%).

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

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