Heterocyclic Building Blocks-Oxazolidine

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
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184363-66-4,(S)-4-Phenyl-3-propionyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: (S) -4-benzyl-3-propionyloxazolidinone (16.5 g, 1.1 eq)Was dissolved in 40 ml of dichloromethane, cooled to 0 C,A solution of titanium tetrachloride (14 g, 1.1 eq) in dichloromethane was added dropwise,After the drop, keep stirring below 0 C for 10 min.Diisopropylethylamine (9.7 g, 1.1 eq) was added dropwise,After the drop, keep stirring below 0 C for 30 min. The compound (II-b) (30 g, 1 equiv)Dissolved in methylene chloride, added dropwise to the reaction system,After the dropwise addition, the mixture was stirred at 20 to 25 C for 10 hours.To the reaction system, an aqueous solution of saturated ammonium chloride was added,Extracted with dichloromethane, and the resulting organic phases were washed with water and water, respectivelyWashed with saturated brine and dried over anhydrous sodium sulfate.The solvent was removed by evaporation under reduced pressure to give the crude product. The crude product was purified by column chromatography,To give the title compound (IV-a) (33.9 g, yield 91%).HPLC detection, no enantiomeric detection, that is, chiral purity of 100%., 184363-66-4

184363-66-4 (S)-4-Phenyl-3-propionyloxazolidin-2-one 226270, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Zhejiang Yongning Pharmaceutical Co., Ltd.; Ye Tianjian; Lu Xiuwei; Yu Guangliang; Liu Ting; (14 pag.)CN105085322; (2017); B;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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

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%.

As the paragraph descriping shows that 80-65-9 is playing an increasingly important role.

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
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90719-32-7, (S)-4-Benzyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

90719-32-7, Dissolve 20 g (0.123 mol) of (S)-4-benzyl-2-oxazolidinone in 200 ml of dichloromethane.25.6 ml (0.184 mol) of triethylamine and 0.45 g (0.0037 mol) are added4-dimethylaminopyridine.Add dropwise at 0 C in an ice bath (15.4 g, 0.15 mol)Crotonoyl chloride.Keep stirring at 0 C. for 3 h. TLC showed that the starting material had disappeared. Dichloromethane and water were added. The organic layer was separated, dried, concentrated, and chromatographed on silica gel to give Intermediate (I), 26.8 g, Yield: 89%,

The synthetic route of 90719-32-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhong Guifa; Wu Yiwu; Lan Xiaobing; (12 pag.)CN107459501; (2017); A;,
Oxazolidine – Wikipedia
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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

To a mixture of 3-iodo-N-(3,4,5-trifluorophenyl)-4,5,6,7-tetrahydropyrazolo[l,5- a]pyridine-5-carboxamide (compound lh, 100 mg, 0.24 mmol), 5,5-dimethyloxazolidin-2-one (41 mg, 0.36 mmol), irara-A.N’-dimethylcyclohexane-l-diamine (3 mg, 0.024 mmol) and Cul (45 mg, 0.24 mmol) in DMSO (3 mL) was added K2C03 (131 mg, 0.95 mmol). The reaction mixture was stirred at 80 C for 12 hours, and then partitioned between EtOAc (50 mL) and water (50 mL). The organic layer was washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue was purified by prep-HPLC to give 3-(5,5- dimethyl-2-oxo-oxazolidin-3-yl)-N-(3,4,5-trifluorophenyl)-4,5,6,7-tetrahydropyrazolo[l,5- a]pyridine-5-carboxamide (Example 2, 62 mg) as a white solid. 1H NMR (400 MHz, CDC13) delta 8.94 (br. s., 1H), 7.37 – 7.48 (m, 3 H), 4.04 – 4.20 (m, 2 H), 3.79 (d, 1H), 3.64 (d, 1H), 3.34 (dd, 1H), 2.89 – 3.04 (m, 2 H), 2.58 – 2.70 (m, 1H), 2.20 – 2.33 (m, 1H), 1.61 (s, 6 H). MS obsd. (ESI+) [(M+H)+]: 409.

1121-83-1, 1121-83-1 5,5-Dimethyloxazolidin-2-one 136892, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HU, Taishan; SHEN, Hong; HAN, Xingchun; (45 pag.)WO2018/11100; (2018); A1;,
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169048-83-3, (S)-5-(Chloromethyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of (5S)-5-(chloromethyl)-l,3-oxazolidin-2-one (2.15 g, INTERMEDIATE 4), 2- bromo-5-chloropyridine (3.05 g), cesium carbonate (20.67 g), bispalladium tribenzylideneacetone (2.18 g) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (2.07 g) in 16 ml of dioxane was stirred at 850C for 12 h. The sample was then cooled to room temperature, and purified was purified via column chromatography (2x) on a Biotage Horizon 65i column eluting with 0% ethyl acetate in hexanes (1 column volumes), followed by a gradient to 60% ethyl acetate in hexanes (over 10 column volumes), and held at 60% ethyl acetate for 4 column volumes to provide the title compound (2.44 g, 61%).

169048-83-3, The synthetic route of 169048-83-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2008/156718; (2008); A1;,
Oxazolidine – Wikipedia
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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, Preparation of (S)-2-amino-/V-(7-ethoxy-4-(3,4,5-trimethoxybenzyl)isoquinolin-8-yl)-3- hvdroxypropanamide dihydrochloride 26 (S)-3-( e/t-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acidTo a solution of methyl (S)-3-terf-butyl 4-methyl 2,2-dimethyloxazolidine-3,4- dicarboxylate (0.35 g, 1 .35 mmol) in THF (10 mL) in a 50 mL round-bottomed flask equipped with a magnetic stirrer was added a solution of LiOH monohydrate (62 mg, 1 .48 mmol) in H2O (5 mL) and the mixture was stirred overnight at RT. THF was evaporated at 40C under vacuum and the residue was diluted with H2O (25 mL) before acidification with 3% aqueous HCI to pH = 4. The solution was extracted with Et2O (3×50 mL) and the organic layers were combined, washed with brine (20 mL), dried over Na2SO4, filtered and concentrated at 40C under vacuum to give (S)-3- (fe/t-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid CCH 34168-1 as a colorless oil (147 mg, 44% yield).CCH 34168-1MW: 469.4; Yield: 21 %; Colorless oil.

As the paragraph descriping shows that 95715-86-9 is playing an increasingly important role.

Reference£º
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); 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 39 (0.100g, 0.433mmol), appropriate substituted phenol (0.649mmol) and PPh3 (0.182g, 0.693mmol) in anhydrous toluene (5mL) was added DIAD (0.14mL, 0.693mmol) at 80C. After 3h, EtOAc (40mL) was added to the resulting solution. The organic layer was washed with 0.5M aqueous NaOH (40mL) and water (2¡Á40mL), 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).

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.; Oliveira, Barbara G.; Pereira, Larissa C.; Ramos, Jonas P.; Joaquim, Angelica R.; Steppe, Martin; Souza-Fagundes, Elaine M.; Alves, Ricardo J.; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 13 – 25;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

875444-08-9, (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

875444-08-9, (45,5R)-5-[3,5-Z?w(trifluoromethyl)phenyl]-4-methyl-l,3-oxazolidin-2-one (400 mg, 1.28 mrnol) was treated with NaH (60% in oil, 128 mg, 3.2 mmol) and 2-(bromomethyl)-l-iodo-4- (trifluoromethyl)benzene (Example 70, 466 mg, 1,28 mmol) as described in Example 66 to afford (45,5i.)-5-[3,5-Akappa(trifluoromethyl)phenyl]-3-[2-iodo-5-(trifluoromethyl)benzyl]-4-methyl-l,3- oxazolidin-2-one as a white solid. LCMS = 598.0 (M+l)+. lH NMR (CDCI3, 500 MHz): delta 8.06 (d, J=8.2 Hz, 1 H), 7.93 (s, 1 H), 7.82 (s, 2 H), 7.61 (s, 1 H), 7.33 (dd, J= 8.2, 1.4 Hz, 1 H), 5.79 (d, J= 7.8 hz, 1 H), 4.91 (d, J= 16 Hz, 1 H), 4.40 (d, J= 16 Hz, 1 H), 4.16-4.06 (m, 1 H), 0.83 (d, J= 6.4 Hz, 3 H).

The synthetic route of 875444-08-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2007/79186; (2007); A2;,
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

497-25-6, General procedure: General nitration procedure.12-14 A steel autoclave (25 cm3) equippedwith sapphire windows containing urethane 1c or amide 3 or 5 (10.0 mmol)was filled with liquid CO2 to 60 bar pressure and cooled to 0 C. ThenN2O5 (2.4 g, 22.0 mmol) solution in liquid CO2 (~ 4 g) cooled to 0-5 Cwas gradually pressed out from an auxiliary high-pressure cell by a freshCO2 flow (2 g min-1) to the reaction autoclave. During the addition, thepressure in the latter raised up to 80 bar. The reaction mixture was stirredat 0-5 C for the time specified in Table 1. Then, CO2 was removed bydecompression and the residue was poured onto ice water (50 ml). Theresulted suspension was extracted with EtOAc (4 ¡Á 20 ml), the combinedorganic extracts were washed successively with saturated aqueous NaHCO3(2 ¡Á 20 ml) and water (25 ml) and dried over anhydrous Na2SO4. Thesolvent was removed under reduced pressure to afford corresponding nitrocompounds 2, 4 (see Table 1). Compounds 2a,b and 7 were synthesizedby similar procedures using 1.2 g (11.0 mmol) or 6.0 g (55 mmol) ofN2O5, respectively.

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kuchurov, Ilya V.; Fomenkov, Igor V.; Zlotin, Sergei G.; Tartakovsky, Vladimir A.; Mendeleev Communications; vol. 23; 2; (2013); p. 81 – 83;,
Oxazolidine – Wikipedia
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