Analyzing the synthesis route of 108149-63-9

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

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

 

Simple exploration of 147959-19-1

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 fields.

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

a) (S)-2,2-Dimethyl-4-((R)-3,3,3-trifluoro-2-hydroxy-propyl)-oxazolidine-3-carboxylic acid tert- butyl ester and (S)-2,2-Dimethyl-4-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-oxazolidine-3- carboxylic acid tert-butyl esterTo a cooled, stirred solution of (S)-2,2-Dimethyl-4-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid tert-butyl ester (4.35 g, CAS 147959-19-1) and (trifluoromethyl)trimethylsilane (2.7 ml) in THF (50 ml) at 0 C was added dropwise tetrabutylammonium fluoride solution (1.8 ml, 1 M solution in THF). The reaction mixture was allowed to warm to room temperature and then stirred for a further 30 min. The mixture was then diluted with 2 N aq. HC1 (50 ml) and stirring was continued for a further 30 min. The mixture was extracted twice with ethyl acetate and the combined organic phases were dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (Si02; gradient: heptane/EtOAc) to give (S)-2,2- dimethyl-4-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-oxazolidine-3-carboxylic acid tert-butyl ester as a colourless viscous oil (1.6 g, 28%, fractions eluting first) and (S)-2,2-dimethyl-4-((R)-3,3,3- trifluoro-2-hydroxy-propyl)-oxazolidine-3-carboxylic acid tert-butyl ester as a colourless viscous oil (2.0 g, 36%, fractions eluting last).

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 fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GALLEY, Guido; NORCROSS, Roger; POLARA, Alessandra; WO2011/57973; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 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.

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

 

Analyzing the synthesis route of 131685-53-5

The synthetic route of 131685-53-5 has been constantly updated, and we look forward to future research findings.

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 solution of S-(+)-4-benzyl-3-propionyl-2-oxazolidinone (100 mg, 429 mumol) in CH2Cl2 (3.0 mL),TiCl4 (60 muL) and N,N,N?N?-tetramethylethylenediamine (160 muL, 1.07 mmol) were added at 0 C under Ar. Cinnamaldehyde (60 muL, 470 mumol) was added and the mixture was stirred at 0 C for 90 min. A saturated NH4Cl aqueous solution (1.0 mL) was added and the suspension was filtered through a Celite pad under suction. After the filtrate was suspended in H2O (15 mL), it was extracted with EtOAc (20 mL ¡Á2).The combined organic solution was washed with brine, dried over MgSO4, and then concentrated in vacuo. Silica gel column chromatography of the residue (EtOAc:hexane = 30:70) gave the aldol adduct (30.0 mg, 85%) as a white, amorphous solid. 1H-NMR (CDCl3) delta 1.26 (3H, d, J = 7.0 Hz), 2.71 (1H, dd, J = 9.5, 13.5Hz), 2.79 (1H, d, J = 7.3 Hz, exchangeable), 3.28 (1H, dd, J = 3.4, 13.5 Hz), 4.15 (1H, dd, J = 3.4, 9.5 Hz), 4.20 (1H, t, J = 9.1 Hz), 4.47 (1H, ddd, 1.0, 7.3, 14.3 Hz), 4.70 (1H, m), 6.29 (1H, dd, J = 7.3, 16.0 Hz), 6.67 (1H, dd, J = 1.0, 16.0 Hz), 7.16-7.41 (10H, aromatic protons). The 1H-NMR spectrum is in accordance with the spectrum reported by Evans.4, 131685-53-5

The synthetic route of 131685-53-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ito, Atsushi; Kumagai, Ikuya; Maruyama, Miku; Maeda, Hayato; Tonouchi, Akio; Nehira, Tatsuo; Kimura, Ken-Ichi; Hashimoto, Masaru; Tetrahedron Letters; vol. 57; 10; (2016); p. 1117 – 1119;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 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.

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

 

Analyzing the synthesis route of 108149-63-9

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

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

 

Simple exploration of 95715-86-9

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

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

 

Some tips on 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.

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

 

New learning discoveries about 108149-63-9

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

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

 

Analyzing the synthesis route of 147959-19-1

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

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