Day: October 13, 2020

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.

Triethyl phosphonoacetate (3.6 mL, 17.65 mmol) was added to a stirring solution of the aldehyde 4 (3.58 g,14.71 mmol) followed by the addition of tetrabutylammonium iodide (0.55 g, 10 mol%) and aqueous K2CO3solution (3.0 M, 5.9 mL). The resulting mixture was vigorously stirred at rt for 18 h. It was then diluted withwater (50 mL) and extracted with ether (2 ¡Á 50 mL). The combined organic layer was washed successively withwater (2 ¡Á 75 mL) and brine (75 mL). It was then dried over anhydrous Na2SO4, filtered and the filtrate wasconcentrated under reduced pressure to leave a crude product which on column chromatography on silica gelusing EtOAc in petroleum ether (1:49) provided the alpha, beta-unsaturated ester 5 as a colorless liquid.Yield: 3.96 g, 86%.

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; Chattopadhyay, Shital Kumar; Sil, Suman; Mukherjee, Jyoti Prasad; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2153 – 2156;,
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

A solution of 2.90 g (12.99 mmol) of 4′-(2-hydroxyethyl)-3-biphenylcarbonitrile, prepared in step 11.1., 2.7 ml (14.29 mmol) of triethylamine and 0.15 g (1.30 mmol) of 4-dimethylaminopyridine in 30 ml of dichloromethane, cooled with an ice bath, is admixed with 1.1 ml (14.29 mmol) of methanesulphonyl chloride. The mixture is subsequently stirred at ambient temperature for 2 hours. 100 ml of dichloromethane and 30 ml of saturated aqueous sodium chloride solution are added. The organic phase is separated off after settling, dried over sodium sulphate and evaporated to dryness to give 3.5 g of product in the form of an oil. The product is redissolved in 60 ml of tetrahydrofuran, and 1.40 g (13.94 mmol) of 1,3-oxazolidine-2,4-dione and 2.87 ml (23.23 mmol) of 1,1,3,3-tetramethylguanidine are added. The mixture is heated at 70 C. overnight. It is evaporated to dryness. The residue is taken up in a mixture of ethyl acetate and saturated aqueous sodium chloride solution. The organic phase is separated off after settling, dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 60/40 then 50/50 mixture of cyclohexane and ethyl acetate, to give 3.3 g of product in the form of a white solid. Melting point ( C.): 121-123, 2346-26-1

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

Reference£º
Patent; Sanofi-Aventis; US2006/14830; (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.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Step 3: (S)-tert-Butyl 4-((4-cyano-2-fluoro-5-methylphenoxy)methyl)-2,2- dimethyloxazolidine-3-carboxylate (18). The crude reaction mixture of compound 17 was cooled to 0 C. The alcohol 2 (2.0 g, 8.7 mmol) was added followed by the addition of KOlBu (2.2 g, 20 mmol). The mixture was stirred for 3 h at RT. Water was added to quench the reaction. The crude product was extracted with EtOAc. Purification by flash column chromatography gave compound 18 (1.36 g, 43%).

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

Reference£º
Patent; EXELIXIS, INC.; XU, Wei; (106 pag.)WO2017/4608; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

80-65-9, 3-Aminooxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

80-65-9, 0.5g (4.9mmol) 3-amino oxazolidinone (Intermediate 2) was added to a 50ml three-necked flask, 25ml dichloromethane and 0.75g (7.4mmol) triethylamine were added, and 1.0g (5.9mmol) 2-(4-fluorophenyl) acetyl chloride was slowly added dropwise at 0C in an ice bath, and then the mixture was stirred at room temperature overnight, the solvent was distilled under reduced pressure, and the residue was recrystallized in ethanol, to get 0.52g white solid (Compound 31), with a yield of 45%. 1H-NMR(400MHz,DMSO)deltappm:10.41(1H,s),7.30(2H,t,J=4.0Hz,J=8.0Hz),7.17(2H, t,J=8.0Hz,J=8.0Hz),4.35(2H,t,J=8.0Hz,J=8.0Hz),3.65(2H,t,J=8.0Hz,J=8.0Hz),3.49(2H, s);EI-MS(m/z): 239.2[M+H]+; m.p. 131-134C.

The synthetic route of 80-65-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; XIAO, Junhai; ZHAO, Mingming; ZHONG, Wu; WANG, Lili; ZHENG, Zhibing; XIE, Yunde; LI, Xingzhou; ZHAO, Guoming; ZHOU, Xinbo; WANG, Xiaokui; CHEN, Wei; EP2952509; (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

Example 64N-{6-chloro-4,4-dimethyl-2-[3-(2-oxo-oxazolidin-3-yl)-phenyl]-l,2,3,4-tetrahydro- quinoline-8-carbonyl}-methanesulfonamide A mixture of 2-(3-bromo-phenyl)-6-chloro-4,4-dimethyl-l,2,3,4-tetrariydro-quinoline-8- carboxylic acid methyl ester (1 g, 2.5 mmol), oxazolidin-2-one (230 mg, 2.63 mmol), copper(I) iodide (95 mg, 0.5 mmol), N,N’-dimethyl-ethane-l,2-diamine (0.11 mL, 1 mmol), and potassium carbonate (1.04 g, 7.5 mmol) in dimethyl sulfoxide (10 mL). The reaction mixture 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 50 mL), washed with water (2 x 20 mL) and saturated aqueous ammonium chloride solution (2 x 20 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 6-chloro-4,4-dimethyl-2-[3-(2-oxo-oxazolidin-3- yl)-phenyl]-l,2,3,4-tetrahydro-quinoline-8-carboxylic acid (0.8 g, 80%) as a white solid: MS(ESI) M+1 = 400.1.To a suspension of methanesulfonamide (665 mg, 7 mmol) in N,N-dimethylformamide (3 mL) was added sodium hydride (280 mg, 7 mmol). The resulting mixture was stirred at 25C for 1 h to afford Solution A64. A solution of 6-chloro-4,4-dimethyl-2-[3-(2-oxo- oxazolidin-3-yl)-phenyl]-l,2,3,4-tetrahydro-quinoline-8-carboxylic acid (400 mg, 1 mmol) and Iota,Gamma-carbonyldiimidazole (325 mg, 2 mmol) in N,N-dimethylformamide (2 mL) was stirred at 70C for 1 h and cooled to room temperature to afford Solution B64. Solution B64 was added to Solution A64 and the resulting mixture was stirred at 25C for 1 h. To the reaction mixture was added water (0.5 mL). The mixture was filtered to remove the insoluble solid, and the filtrate was purified 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 N- { 6-chloro-4,4-dimethyl-2-[3-(2-oxo-oxazolidin-3-yl)-phenyl]-l,2,3,4-tetrahydro-quinoline- 8-carbonyl}-methanesulfonamide (37 mg, 7%) as a white solid: MS(ESI) M+l = 478.0., 497-25-6

Big data shows that 497-25-6 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; FENG, Lichun; HUANG, Mengwei; LIU, Yongfu; WU, Guolong; YAN, Shixiang; YUN, Hongying; ZHOU, Mingwei; WO2012/101068; (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.

Intermediate S-i H: (4S)-4-(Propan-2-yl)-3 -(5,5,5 -trifluoropentanoyl)- 1,3 -oxazolidin-2- one[00146j To a stirred solution of 5,5,5-trifluoropentanoic acid (5.04 g, 32.3 mmol) in DCM (50 mL) and DMF (3 drops) was added oxalyl chloride (3.4 mL, 38.8 mmol) dropwise over 5 mm and the solution was stirred until all bubbling subsided. The reaction mixture was concentrated under reduced pressure to give pale yellow oil. To a separate flask charged with a solution of (4S)-4-(propan-2-yl)- 1 ,3-oxazolidin-2-one (4.18g, 32.4 mmol) in THF (100 mL) at -78 C was added n-BuLi (2.5M in hexane) (13.0 mL,32.5 mmol) dropwise via syringe over 5 mm. After stirring for 10 mm, the above acid chloride dissolved in THF (20 mL) was added via cannula over 15 mm. The reaction mixture was warmed to 0 C, and was allowed to warm to room temperature as the bath warmed and stirred overnight. To the reaction mixture was added saturated NH4C1, andthen extracted with EtOAc (2x). The combined organics were washed with brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The crude material was purified by flash chromatography (Teledyne ISCO CombiFlash Rf, 5% to 60% solvent A/B=hexanes/EtOAc, REDISEP Si02 1 20g). Concentration of appropriate fractions provided Intermediate S-1H (7.39 g, 86%) as a colorless oil: ?H NMR (400 MHz, CDC13)o ppm 4.44 (1 H, dt, J=8.31, 3.53 Hz), 4.30 (1 H, t, J=8.69 Hz), 4.23 (1 H, dd, J9.06,3.02 Hz), 2.98-3.08 (2 H, m), 2.32-2.44 (1 H, m, J=13.91, 7.02, 7.02, 4.03 Hz), 2.13-2.25(2 H, m), 1.88-2.00 (2 H, m), 0.93 (3 H, d, J=7.05 Hz), 0.88 (3 H, d, J6.80 Hz).

17016-83-0, As the paragraph descriping shows that 17016-83-0 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; GILL, Patrice; GAVAI, Ashvinikumar, V.; QUESNELLE, Claude, A.; WO2014/47393; (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.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

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., 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 fields.

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

95715-86-9, Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,95715-86-9

Example 6. Synthesis of (4S)-4-(morpholin-4-ylcarbonyl)-3-{4-[(trans-3- piperidin-1 -ylcyclobutyl)oxy]phenyl}-1 ,3-oxazolidin-2-one 18.; 6.1. Synthesis of (4S)-3-(tert-butoxycarbonyl)-2,2-dimethyl- 1 ,3-oxazolidine-4- carboxylic acid a61.; Lithium hydroxide (277 mg, 1 1.5 mmol, 1 eq) is added to a solution of methyl 3-tert-butyl 4- methyl (4S)-2,2-dimethyl-1 ,3-oxazolidine-3,4-dicarboxylate a60 (3 g, 1 1.5 mmol, 1 eq) in a tetrahydrof u ran/water mixture (23 ml/11 ml). The mixture is stirred at room temperature for 2 days, acidified to pH 4 with a 1 N aqueous solution of hydrochloric acid and extracted three times with ethyl acetate. The combined organic phases are dried over magnesium sulfate and concentrated under vacuum to afford 2.79 g of (4S)-3-(tert-butoxycarbonyl)- 2,2-dimethyl-1 ,3-oxazolidine-4-carboxylic acid a61 as a yellow oil. Yield: 99 %.LC-MS (MH+): 246.

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

Reference£º
Patent; UCB PHARMA S.A.; WO2008/128919; (2008); 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.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

To a mixture of 40 (500 mg; 1.14 mmol), 1,1-dimethylethyl (4R)-4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylate [49](343 mg; 1.48 mmol), and triphenylphosphine (388 mg;1.48 mmol) in THF (10 mL) was added diisopropyl azidodicarboxylate(300 mL; 1.5 mmol) in a dropwise fashion. After stirring atroom temperature overnight, the reaction was concentrated underreduced pressure and the resultant residue was purified by silicagel chromatography eluting with (0-30%). The solid thus obtainedwas washed with MeOH, then dissolved in DCM (5 mL) and treatedwith TFA (5 mL). After 2 h, the reaction was concentrated underreduced pressure and the residue was dissolved in DCM, washedwith aq. NaHCO3, dried (Na2SO4) and concentrated. The solid thatwas obtained was dissolved in a minimal amount of THF andtreated with excess HCl/ether. The resultant precipitatewas filteredto afford the hydrochloride salt of 44 (300 mg, 48%) as a pale yellowsolid. 1H NMR (400 MHz, CDCl3, free base) delta 8.22 (s, 1H), 8.04 (s, 1H),7.97 (s, 1H), 7.71 (d, J 1.96 Hz, 1H), 7.47e7.54 (m, 1H), 7.30e7.39(m, 2H), 6.68 (d, J 8.61 Hz, 1H), 5.79 (s, 2H), 3.83 (d, J 6.26 Hz,2H), 3.42e3.60 (m, 2H), 3.20 (t, J 4.89 Hz, 1H), 2.17 (s, 1H), 2.01 (s,2H). LCMS (APCI) m/z: mass calcd. for C22H18ClF3N4O3S: 510.07,found: 511.2 [(M+H)+].

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

Reference£º
Article; Patch, Raymond J.; Huang, Hui; Patel, Sharmila; Cheung, Wing; Xu, Guozhang; Zhao, Bao-Ping; Beauchamp, Derek A.; Rentzeperis, Dionisios; Geisler, John G.; Askari, Hossein B.; Liu, Jianying; Kasturi, Jyotsna; Towers, Meghan; Gaul, Micheal D.; Player, Mark R.; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 830 – 853;,
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.

Example 15; Step 15A: Compound 15a; (S) -4-Benzyl-3-propionyl-oxazolidin-2-one (46.7 g, 200.0 mmol) was dissolved in THF (870 mL) under inert atmosphere (N2). This was then cooled to-70 C (dry ice/acetone) and treated with sodium hexamethyldisilazide-HMDS (110 mL of a 2. 0M solution in THF, 220.0 mmol) in a dropwise fashion (addition lasted for-45 min. ). The resulting mixture was stirred at-70 C for 1 h. A solution of 4-chlorobenzyl bromide (53.4 g, 260.0 mmol) in THF (160 mL) was then added dropwise over 30 min. The resulting mixture was stirred at-70 C for 6 h and then allowed to warm to room temperature overnight. The reaction was carefully quenched with H20 (100 mL) and the solvent was removed in vacuo. The resulting slurry was suspended in H20 (200 mL) and filtered. The solid was rinsed with EtOAc and air-dried to give 36. 67 g (102.6 mmol, 51%) of 15a. A second crop was obtained from the filtrates after the organic layer was separated, washed with brine, dried (MgS04) and evaporated. The resulting brown solid was suspended in MeOH and filtered to give 17.22 g (48.2 mmol, 24%) of 15a. Only one diastereomer was observed by IH NMR and by single crystal X-ray analysis. IH NMR (Cl3-300 MHz) b 1.18 (d, J = 6.3 Hz, 3H, ) ; 2.66-2. 56 (m, 2 H); 3.16-3. 07 (m, 2H); 4.22-4. 02 (m, 3H); 4. 71- 4.63 (m, 1H) ; 7.08-7. 05 (m, 2H); 7.32-7. 21 (m, 7H)., 131685-53-5

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

Reference£º
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/42516; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem