Category: 108149-63-9

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 dry THF solution (30 mL) of alcohol 2 (3 g, 12.97 mmol) was addedNaH (0.985 g of 60% dispersion in mineral oil, 24.64 mmol) and then MeI wasadded drop wise (1.6 mL, 25.94 mmol), and the mixture was stirred at roomtemperature for 30 min. After the reaction was complete (TLC), it was cooled onan ice bath and quenched by slowly adding cold water (30 mL). The mixture wasextracted with dichloromethane (3 X 40 mL). The combined organic layers weredried over anhydrous Na2SO4.After concentration of the combined organic layers,the residual oil was subjected to flash chromatography (CombiFlash Rf 200i, Teledyne Isco) using RediSep silica gel column (12 g) eluting with petroleumether-EtOAc (9:1, isocratic) to furnish methyl ether 3 as a colourless liquid (2.8 g, 88%); Rf0.35(10% EtOAc in petroleum ether); [alpha]D25 -46.6 (c 1.03, CHCl3) [Lit. [alpha]D25-42.4 (c 1.37, CHCl3)10]; IR (CHCl3) umax: 3370, 3017, 2934, 1688,1464, 1387, 1252, 1217, 1168, 1095, 1030, 851, 766, 668 cm-1; 1HNMR (400 MHz, CDCl3) delta: 4.04-3.88 (m, 3H), 3.50 (m, 1H), 3.37(s, 3H), 3.34-3.26 (m, 1H), 1.61-1.44 (m, 15H); 13C NMR (100 MHz, CDCl3) delta: 152.2,151.7, 93.7, 93.3, 80.3, 79.8, 72.1, 71.3, 65.6, 65.3, 59.0, 58.9, 56.3, 56.1,28.4, 28.4, 27.5, 26.7, 24.3, 23.0; HRMS (ESI): m/zcalcd for C12H23NO4Na [M + Na]+268.1519; found: 268.1506.

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; Aratikatla, Eswar K.; Bhattacharya, Asish K.; Tetrahedron Letters; vol. 56; 42; (2015); p. 5802 – 5803;,
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 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] +).

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
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; WO2005/87700; (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.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

(S)-4-Formyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester Add dropwise over 2 hours a solution of pyridine sulfur trioxide (390 g, 2452.83 mmol) in dimethylsulfoxide (1600 mL) to a 6 C. maintained solution of (S)-4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester (350 g, 1515.15 mmol) in diisopropylethylamine (1225 mL) with a dimethylsulfide trap. Over 30 minutes add water (1050 mL) keeping temperature below 15 C. Stir at 15 C. for 1.5 hours under a stream of nitrogen. Extract with ethyl acetate (5 L), wash with 5%-aqueous citric acid (2*1.5 L), saturated aqueous sodium chloride (2*1.5 L), dry (magnesium sulfate), filter, and concentrate to give the desired compound which is used in the next reaction without further purification (365 g). MS(ES): m/z=230 [M+H], 108149-63-9

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

Reference£º
Patent; Broughton, Howard Barff; Dally, Robert Dean; Durham, Timothy Barrett; Gonzalez-Garcia, Maria Rosario; Sa, Lilly; Hahn, Patric James; Henry, Kenneth James; Kohn, Todd Jonathan; McCarthy, James Ray; Shepherd, Timothy Alan; Erickson, Jon Andre; Bueno Melendo, Ana Belen; US2007/225267; (2007); A1;,
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

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

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

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: Methanesulfonyl chloride (0.26 mL, 3.33 mmol) was added to a solution of tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (11 I, 0.7 g, 3.03 mmol, prepared as for its enantiomer54) and Et3N (0.68 mL, 4.84 mmol) in CH2Cl2 (10 mL) at 0 oC. After 30 min the mixture was washed with aq. NaHCO3 (sat., 3 x 5 mL), dried and the solvent evaporated. The residue was dissolved in DMF (8 mL) and sodium thiomethoxide (0.42 g,6.05 mmol) added. After stirring at rt for 1 h, Et2O (100 mL) was added and the mixture washed with H2O (4 x 10 mL), brine then dried and the solvent evaporated. The residue was chromatographed (EtOAc-hexanes, 5:95) to give 12 I as a colourless oil (0.59 g, 75%)., 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; Clinch, Keith; Evans, Gary B.; Froehlich, Richard F.G.; Gulab, Shivali A.; Gutierrez, Jemy A.; Mason, Jennifer M.; Schramm, Vern L.; Tyler, Peter C.; Woolhouse, Anthony D.; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5181 – 5187;,
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 2: (S)-tert-Butyl 4-((4-bromo-2-chIoro-6-methylphenoxy)methyl)-2,2- dimethyIoxazolidine-3-carboxylate (23). To a solution of compound 22 (4 g, 18 mmol), intermediate 2 (4.8 g, 21.7 mmol) and triphenylphosphine (7.0 g, 27 mmol) in DCM (80 mL) was added diisopropylazodicarboxylate (5.4 g, 27 mmol). The reaction mixture was stirred at RT for 3 h. Water was added and the product was extracted with DCM. Purification by flash column chromatography gave the desired product 23 (5.8 g, 73%)., 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
Patent; EXELIXIS, INC.; XU, Wei; (106 pag.)WO2017/4608; (2017); 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

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

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

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

Scheme 21Dibenzyl diisopropylphosphoramidite (1.067 mL, 3.24 mmol) is added to te/ -butyl (4S)-4- (hydroxymethyl)-2,2-dimethyl-1 ,3-oxazolidine-3-carboxylate (0.5 g, 2.162 mmol) (106) [prepared from D-serine as described for the enantiomer in Organic Syntheses, Coll. Vol. 10, p. 320 (2004) and Vol. 77, p. 64 (2000)] and 1H-tetrazole (0.454 g, 6.49 mmol) in CH3CN (10 mL) and the mixture stirred for 1 h. The solvent is evaporated and the residue flash chromatographed (EtOAc-hexanes, 1 :9 v/v) to give tert-butyl (4R)-4- ({[bis(benzyloxy)phosphanyl]oxy}methyl)-2,2-dimethyl-1 ,3-oxazolidine-3-carboxylate as a colourless oil. This is dissolved in CH2CI2 (10 mL) cooled in ice-water and MCPBA (m- chloroperoxybenzoic acid) (0.995 g, 4.32 mmol) added and stirred for 30 min. The mixture is diluted with CH2CI2 (50 mL) and washed with sat. aq. Na2S03, sat. aq. NaHC03 (3x) then brine, dried and the solvent evaporated. The residue is flash chromatographed (DCM-hexanes-EtOAc, 4:3:1 v/v/v) to give terf-butyl (4R)-4- ({[bis(benzyloxy)phosphoryl]oxy}methyl)-2,2-dimethyl-1 ,3-oxazolidine-3-carboxylate(107) as a colourless oil (0.816 g, 77%). [a]^2 +21.5 (c 0.57, CHCI3). 1H NMR (500 MHz, CDCI3) 7.34 (s, 10H), 5.08-5.00 (m, 4H), 4.22-4.16 (m, 0.5H), 4.13-4.06 (m, 1 H), 3.97- 3.83 (m, 3H), 3.77 (q, J = 8.6, 0.5H), 1.52-1.41 (m, 15H). 13C NMR (125.7 MHz) 152.1 , 151.4 (C), 135.7 (C), 128.6 (CH), 127.9 (CH), 94.1 , 93.6 (C), 80.6, 80.3 (C), 69.4 (CH2j, 65.7, 65.3 (CH2), 64.8, 64.6 (CH2), 56.6, 56.5, 56.32, 56.26 (CH), 28.3 (CH3), 27.4, 24.3 (CH3), 26.6, 23.0 (CH3). Referenced to the centre line of CDCI3 at delta 77.0. 31 P NMR (202.3 MHz, CDCI3) -1.0 (s), -1.1 (s). ESI-HRMS for C25H34NNa07P [M+Na]+ calcd 514.1971 ; found 514.1968. The NMR spectra indicated (107) is a ~1 :1 mixture of conformational isomers., 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
Patent; INDUSTRIAL RESEARCH LIMITED; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; CLINCH, Keith; CRUMP, Douglas Ronald; EVANS, Gary Brian; HAZLETON, Keith Zachary; MASON, Jennifer Mary; SCHRAMM, Vern L.; TYLER, Peter Charles; WO2012/150866; (2012); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem