Some tips on 108149-63-9

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.

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

 

New learning discoveries about 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.

(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

 

Simple exploration of 108149-63-9

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.

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

 

Brief introduction of 452339-73-0

452339-73-0, The synthetic route of 452339-73-0 has been constantly updated, and we look forward to future research findings.

452339-73-0, (R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of (5R)-5-(2, 2-dimethyl-4H-1, 3-benzodioxin-6-yl)-1, 3-oxazolidin-2-one (4 G) in DMF (25 ml) was added to a suspension of sodium hydride (60% oil dispersion, 1.32 g) in DMF (10 ml) at 0 C and the mixture was stirred for 10 min. A solution of 6-bromohexyl but-3-ynyl ether (5 g) in DMF (15 ml) was added and the cooling bath was removed. The mixture was stirred for 18 h and then concentrated under reduced pressure. The residue was purified by column chromatography on flash silica gel eluting with heptane-ether (2: 1) and then with neat ether to give the title compound (5.8 g). LCMS RT = 3.26 min.

452339-73-0, The synthetic route of 452339-73-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/39762; (2004); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 139009-66-8

139009-66-8, As the paragraph descriping shows that 139009-66-8 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.139009-66-8,(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid,as a common compound, the synthetic route is as follows.

Preparation of 4-tert-Butoxycarbonyloxycarbonyl-2,2-dimethyl-oxazolidine-3-carboxylic acid methyl ester [Compound 19a]; For use in Example 5, the compound of Formula 19a was prepared in accordance with the following reaction scheme. Into a round bottom 3-neck flask fitted with a thermometer and a nitrogen inlet was placed 1.84 g (7.54 mM) of compound E3 and 55 ml of dry THF under nitrogen purge. The reaction mixture was cooled and maintained at a temperature of between 0 C. and +5 C. The cold reaction mixture was charged with 2.95 g of potassium carbonate and agitated from 5 minutes. At the end of the agitation period, 0.93 g (7.7 mM) of compound E2 was added while maintaining the reaction temperature. The reaction mixture was agitated for 1 hour at 0 C. The reaction mixture was mixed with 3.0 g of Celite and the resulting suspension was filtered. The filter cake was washed with two 20 mL aliquots of dry THF. The wash and filtrate were combined and concentrated by distilling off the organics under vacuum to a volume of 3.6 mL. Dry THF was added to the residue and the concentration/redilution cycle was continued until the water content of the batch was determined by Karl Fischer titration to be less than about 0.07 wt %. GC of the dry extract indicates that the reaction yielded 2.87 g, about 87%.

139009-66-8, As the paragraph descriping shows that 139009-66-8 is playing an increasingly important role.

Reference£º
Patent; Cutarelli, Timothy D.; Fu, Xiaoyong; McAllister, Timothy L.; Reeder, Michael R.; Yin, Jianguo; Yong, Kelvin H.; Zhang, Shuyi; US2008/45718; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 139009-66-8

139009-66-8, As the paragraph descriping shows that 139009-66-8 is playing an increasingly important role.

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

4-Bromobenzene-1,2-diamine (500 mg, 2.67 mmol), (S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid ( 656 mg, 2067 mmol) and TEA (1.08 g, 10.7 mmol, 1.49 mL) were dissolved in 8 mL of dioxane. To the homogeneous, dark colored solution was added T3P (3.40 g, 5.35 mmol) and the reaction was stirred at rt overnight. The reaction mixture was concentrated to dryness. The residue was partitioned between 5ml of water and 5 mL of DCM and passed through a phase separation column. The combined organics were again washed with 5 ml of H2O and concentrated to dryness. The residue was suspended in 3 mL of acetic acid and heated at 80C for 2.5 h. The reaction was concentrated under reduced pressure and the residue was partitioned between 8ml of aq. NaHCO3 and CH2Cl2 through a phase separation column. The combined organics were concentrated to yield a dark oil. This was purified using a 40g silica gel column (0 to 50% ethyl acetate in heptane) to provide 687mg (65%) product as a semisolid. MS (AP+) m/z 398 [M+H]+

139009-66-8, As the paragraph descriping shows that 139009-66-8 is playing an increasingly important role.

Reference£º
Article; Brown, Alan D.; Bagal, Sharan K.; Blackwell, Paul; Blakemore, David C.; Brown, Bruce; Bungay, Peter J.; Corless, Martin; Crawforth, James; Fengas, David; Fenwick, David R.; Gray, Victoria; Kemp, Mark; Klute, Wolfgang; Malet Sanz, Laia; Miller, Duncan; Murata, Yoshihisa; Payne, C. Elizabeth; Skerratt, Sarah; Stevens, Edward B.; Warmus, Joseph S.; Bioorganic and Medicinal Chemistry; vol. 27; 1; (2019); p. 230 – 239;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 139009-66-8

139009-66-8 (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid 6932187, aoxazolidine compound, is more and more widely used in various fields.

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

Before being used, the reactor was freed with DCM, dried under vacuum and purged by flushing with nitrogen for 15 to 30 min, the Erlenmeyer flask is rinsed with amylene-stabilized DCM and then dried under nitrogen. The reactor was charged with 95 ml of DCM and 34.0 g of boc-L-serine acetonide, cooled to 4-10 C. and 14.3 g of N-methylmorpholine were added using a dropping funnel while maintaining the temperature at 4-10 C. The dropping funnel was rinsed with 2.5 ml of DCM. 17.1 g of pivaloyl chloride were added using a dropping funnel while maintaining the temperature at 4-10 C. and the dropping funnel was rinsed with 2.5 ml of DCM. The mixture is kept stirred at 4-10 C. for 2 h.A solution of aminobal (20.0 g) in DCM (95 ml) was prepared with stirring and this solution was added to the reactor while maintaining the temperature at 4-10 C. The mixture was subsequently heated to 20 C. over 1 h and was kept stirred at 20 C. for a minimum of 16 h. 100 ml of demineralized water was added to the reactor at 20-25 C. and the mixture was left stirring for 20 min and separated by settling. The lower organic phase comprising the product and the upper phase (predominantly aqueous) were withdrawn. The organic phase comprising the product was again charged to the reactor. 140 ml of a 1.0 N aqueous sodium hydroxide solution were added. The mixture was kept stirred at 20-25 C. for approximately 20 min and then allowed to separate by settling. The lower organic phase comprising the product was withdrawn. The organic phase comprising the product was again charged to the reactor. 100 ml of demineralized water were added. The mixture was kept stirred at 20-25 C. for approximately 20 min and then allowed to separate by settling. The lower organic phase comprising the product was withdrawn. The organic phase comprising the product was again charged to the reactor. 100 ml of isopropanol was added.Distillation was carried out (35+/-5 C. in the jacket) under a residual pressure of approximately 30 mbar until a residual volume of 100 ml was present in the reactor. The temperature was adjusted to 20 C. and the mixture was left stirring at 20 C. for 3 h. The reactor was rinsed and the cake was washed twice with a total volume of 40 ml of isopropanol. The product was dried at 40 C. under a vacuum of 30 mbar. Yield of isolated product: 60%., 139009-66-8

139009-66-8 (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid 6932187, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; C/O SANOFI; US2012/302759; (2012); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 108149-63-9

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

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

 

Analyzing the synthesis route of 452339-73-0

The synthetic route of 452339-73-0 has been constantly updated, and we look forward to future research findings.

452339-73-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.452339-73-0,(R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

A solution of (5R)-5-(2, 2-DIMETHYL4H-1, 3-BENZODIOXIN-6-YL)-1, 3-OXAZOLIDIN-2-ONE (2.73g) (WO 02/066422) in DMF (25ML) under nitrogen was treated with sodium hydride (60% dispersion in mineral oil, 526mg) and the mixture stirred at 20 for 15MIN. A solution of {4- [(6-BROMOHEXYL) oxy] -1, 1-dimethylbutyl} benzene (4.117g) in DMF (5ml) was added and the mixture was stirred at 20 for 3h. Phosphate buffer solution (pH 6.5, 25ml) and water (50ML) were added and the mixture was extracted with EtOAc. The extract was washed with water and dried (NA2SO4). The solvent was evaporated in vacuo and the residue purified by flash chromatography on silica gel. Elution with EtOAc-cyclohexane (2: 3) gave the title compound (5. 234G). LCMS RT = 4. 10MIN.

The synthetic route of 452339-73-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/37768; (2004); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 95715-86-9

The synthetic route of 95715-86-9 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.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 mixture of NaBH4 (2.247 g, 59.08 mmol) and LiCI (2.505 g, 59.08 mmol) in EtOH (42 mL), stirring under nitrogen at 0C, was added (35) (7.659 g, 29.54 mmol) in THF (30 mL) dropwise. This mixture was allowed to warm to room temperature and continued stirring for 48 hours. The precipitate was filtered and washed with ethanol. The washings were concentrated and extracted with EtOAc. The organic layer was then washed with brine and dried over anhydrous Na2S04. Column chromatography on SiO2 (1 : 1 EtOAc/Hexanes) was utilized to purify 6.101 g (89%) of the title compound as a white solid.

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

Reference£º
Patent; UNIVERSITY OF VIRGINIA PATENT FOUNDATION; WO2005/41899; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem