Heterocyclic Building Blocks-Oxazolidine

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, EXAMPLE 5; Preparation of (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one, compound; 4-Dimethylaminopyridine (2.55 g, 21 .3 mmol) and triethylamine (46.9 ml, 340.8 mmol) in dichloromethane (100 ml) are added to a solution of (S)-(-)-4- benzyl-2-oxazolidinone (37.7g, 213 mmol) in dichloromethane (300 ml). Next, isovaleroyi chloride (33.75 ml, 207 mmol) in dichloromethane (50 ml) is added to the previously prepared mixture and cooled to 0 C keeping the internal temperature below 10 C. The reaction mixture is stirred for 30 minutes at 10 C, then the formed salts are filtered. Water (100 ml) is added and the phases are separated. The organic phase is washed with water (100 ml) and brine (100 ml), dried over sodium sulphate and evaporated to dryness obtaining 53 g of a yellow oil, which solidifies over time (yield 95%).1 H NMR (300 MHz, CDCI3, 298K) delta 7.35-7.15 (m, 5H), 4.71 -4.61 (m, 1 H), 4.21 – 4.10 (m, 2H), 3.35-3.25 (dd, J = 13.2, J = 3.4 Hz.1 H), 2.85-2.72 (dd, J = 14.97 Hz, 6.8 Hz, 1 H), 2.80-2.67 (m, 2H), 2.29-2.12 (sept, J=13.2 Hz.1 H), 1 .03-0.98 (d, J = 6.8 Hz.3H), 0.98-0.95 (d, J = 6.8 Hz, 3H).13C NMR (75 MHz, CDCI3, 298K) delta 175.6, 171 .2, 154.4, 137.1 , 130.5, 130.2, 126.0, 82.1 , 66.1 , 45.6, 42.6, 41 .4, 34.0, 28.7, 27.3, 19.7.

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

Reference£º
Patent; CHEMO IBERICA, S.A.; TADDEI, Maurizio; RUSSO, Adele; CINI, Elena; RIVA, Renata; RASPARINI, Marcello; CARCONE, Luca; BANFI, Luca; VITALE, Romina; ROSEBLADE, Stephen; ZANOTTI-GEROSA, Antonio Carlo; WO2011/151442; (2011); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

17016-83-0, (S)-4-Isopropyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (S) -4-isopropyloxazolidin-2-one (5.00 g, 38.7 mmol, 1.0 eq. ) in anhydrous THF (200 mL) at -78 was added n-BuLi (2.5 M in hexanes, 17.0 mL, 1.2 eq. ) in 30 min under N2. The mixture was stirred at -78 for 1 h, and then propionyl chloride (4.0 mL, 42.58 mmol, 1.1 eq. ) was added dropwise. After the mixture was stirred at -78 for another 1 h, TLC analysis indicated the reaction completed. Saturated ammonium chloride solution (250 mL) was added and extracted with EtOAc (3 ¡Á 100 mL) . The combined organic layers were washed with 1N NaOH solution (200 mL) and brine (300 mL) , dried over anhydrous Na2SO4, filtered, concentrated and purified by column chromatography (7: 1 hexanes/EtOAc) to give compound 114 as a colorless oil (6.36 g, 89%yield) . MS ESI m/z calcd for C9H16NO3[M+H]+186.10, found 186.10.1H NMR (400 MHz, CDCl3) delta 4.48 -4.39 (m, 1H) , 4.27 (t, J = 8.7 Hz, 1H) , 4.21 (dd, J = 9.1, 3.1 Hz, 1H) , 3.06 -2.82 (m, 2H) , 2.38 (dtd, J = 14.0, 7.0, 4.0 Hz, 1H) , 1.17 (t, J = 7.4 Hz, 3H) , 0.90 (dd, J = 17.0, 7.0 Hz, 6H) .

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; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); 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.

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

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, A. 3-[(4-Chromanylidene)amino]-2-oxazolidinone A 62 g (0.61 mole) portion of 3-amino-2-oxazolidinone was charged in a 500 ml, 3-necked flask equipped with a thermometer, stirrer and reflux condenser, and treated successively with 92 ml of H2 O, 8 ml of 10% HCl and 42 g (0.28 mole) of 4-chromanone in 200 ml of ethanol. The reaction mixture was refluxed for 36 hrs., stripped in vacuo to one-half volume and cooled in the refrigerator overnight. The slurry was filtered and the white crystalline solid washed with 50 ml of isopropanol then 200 ml of ether and dried; m.p. 105-108. Yield: 44 g (68%). The filtrate was extracted with 250 ml of CHCl3, and the CHCl3 extract dried over MgSO4, filtered and stripped in vacuo.

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

Reference£º
Patent; Morton-Norwich Products, Inc.; US4108862; (1978); A;,
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

General procedure: Following the addition of 4-(4-fluorophenoxy) butyric acid (0.71 g, 3.6 mmol) to 20 mL ofdichloromethane in a 50 mL three-necked round-bottom flask, thesolution was agitated until dissolution. Subsequently, EDCI (0.85 g,4.44 mmol) HOBt (0.6 g, 4.44 mmol) and triethylamine (0.84 g,9.25 mmol) were added in turn at 0 C. Stirring in an ice bath for 1 h,3-amino-2-oxazolidinone (0.37 g, 3.6 mmol) was added again. Thesolutionwas brought to 25 C and stirred overnight. Following TLC,the product was filtered by vacuum and dried under rotary evaporation.The product was a white solid weighing 0.51 g with a yieldof 50.2%.

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

Reference£º
Article; Jiang, Kai; Yan, Xinlin; Yu, Jiahao; Xiao, Zijian; Wu, Hao; Zhao, Meihua; Yue, Yuandong; Zhou, Xiaoping; Xiao, Junhai; Lin, Feng; European Journal of Medicinal Chemistry; vol. 194; (2020);,
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.

To a solution of (5)-4-isopropyl-2-oxazolidonone (1.56 g, 12.1 mmol, 1 equiv) in THF (40 ml) at -78 0C was added M-butyllithium (4.84 ml of a 2.5 M solution in hexanes, 12.1 mmol, 1 equiv). After 15 min acid chloride 8 (2.14 g, 13.3 mmol, 1.1 equiv) was added and the mixture was stirred for 30 min at -78 0C and for 15 min at 0 0C. Saturated aqueous ammonium chloride (10 ml) was added and the resulting slurry was concentrated in vacuo. The residue was diluted with ether and washed successively with saturated aqueous sodium bicarbonate and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. Purification by flash chromatography (10% EtOAc/hexanes) gave imide 9 ( 2.94 g, 96%) as a colorless oil: [alpha]22D = +66.7 (c= 0.6, CHCl3); TLC R/= 0.40 (silica gel, 25% EtOAc/hexanes); 1H NMR (600 MHz, CDCl3) delta 4.68 (s, IH), 4.66 (s, IH), 4.43-4.40 (m, IH), 4.25 (t, J= 9.0 Hz, IH), 4.19 (dd, J= 3.0 Hz, 9.0 Hz, IH), 3.01- 2.83 (m, 2H), 2.38-2.32 (m, IH), 2.02 (t, J= 7.8 Hz, 2H), 1.69 (s, 3H), 1.67-1.61 (m, 2H), 1.51-1.46 (m, 2H), 0.90 (d, J= 7.2 Hz, 3H), 0.85 (d, J= 7.2 Hz, 3H); 13C NMR (IOO MHz, CDCl3) delta 173.5, 154.3, 145.8, 110.2, 63.6, 58.6, 37.7, 35.6, 28.6, 27.2, 24.3, 22.6, 18.2, 14.9; HRMS calcd for C4H23NO3 + Na+ 276.1576; found 276.1567 [M + Na+]., 17016-83-0

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

Reference£º
Patent; UNIVERSITY OF TOLEDO; WO2008/118327; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

1121-83-1, 5,5-Dimethyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 7 Preparation of S-sec-butyl O-ethyl (5,5-dimethyl- 2-oxo-3-oxazolidinyl)phosphonothiolate (Compound No. 41) 1.5 g of 5,5-dimethyl-2-oxazolidinone prepared in the same manner as the reaction (1) of Example 4, was dissolved in 30 ml of tetrahydrofuran, and the solution was cooled to -78 C. Then, 10 ml of a n-hexane solution of n-butyl lithium (1.65M) was gradually dropwise added thereto, and the mixture was stirred for 15 minutes. Then, 10 ml of a tetrahydrofuran solution containing 3.1 g of S-sec-butyl O-ethyl phosphorochloridothiolate, was gradually dropwise added, and the mixture was stirred for 30 minutes and then reacted at room temperature for 3 hours. After the completion of the reaction, the product was poured into water and extracted with ethyl acetate. The extracted layer was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography, whereby 1.7 g of the desired product having a refractive index of 1.4877 (at 16.0 C.) was obtained., 1121-83-1

The synthetic route of 1121-83-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ishihara Sangyo Kaisha Ltd.; US4590182; (1986); A;,
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

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

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

2346-26-1, Oxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

WORKING EXAMPLE 40 In substantially the same manner as in Working Example 1, 4-benzyloxy-3,5-dimethoxycinnamaldehyde was condensed with 2,4-oxazolidinedione to obtain 5-[3-(4-benzyloxy-3,5-dimethoxy)cinnamilidene]-2,4-oxazolidinedione, which was recrystallized from ethyl acetate-hexane to give yellow prisms, m.p.181-182 C.

2346-26-1, The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5932601; (1999); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem