Day: November 9, 2020

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The compounds of formula I 21.2g taken with 110ml of DMF was dissolved and replaced with nitrogen, cooled to -10 ~ 0 C under nitrogen, temperature control, input portionwise 16g of lithium hydride, insulation 0.5h, slowly dropwise methyl chloroformate 30.2g, control temperature -10 ~ 0 C, after the addition was complete insulation 1h, warmed to 20 ~ 25 C, into S-4- phenyl-2-oxazolidinone 15.5g, feeding ended, insulation, the reaction was complete, water and methyl tert-butyl ether extracts, standing layer, the organic layer was washed with saturated brine, evaporated under reduced pressure to give an oil. With a mixture of ethyl acetate and hexane to crystallize with stirring, suction filtered and washed with hexane, dried in vacuo to give a white solid product 38.8g, molar yield 92.9%, HPLC purity 95%. Without further purification, can be used directly in the next step., 99395-88-7

As the paragraph descriping shows that 99395-88-7 is playing an increasingly important role.

Reference£º
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd; ZHU, GUOLIANG; LI, YUNGUANG; YANG, LIJUN; SUN, LIGUO; CHEN, XIANGYUAN; (8 pag.)CN105461649; (2016); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To (S)-4-phenyloxazolidin-2-one 2(9.88 g, 60 mmol) in THF (150 mL) at – 78 oC, was added n-butyllithium (37.7 mL, 1.6 M inhexanes, 60 mmol) over a period of 30 min.THF (50mL) was added to the resultant thick suspension and the reactionmixture allowed warming up to facilitate stirring. trans-Cinnamoylchloride 3(11.5 g, 69 mmol) in THF (30 mL) was added drop wise. The reaction was stirred at room temperatureovernight. The reaction mixture wasquenched with a saturated NH4Cl (50 mL) and stirred for 0.5 hr. The solvent was removed in vacuo, the residuewas dissolved in ethyl acetate, washed with water (300 mL), 5% NaHCO3(200 mL) and brine (100 mL) and dried over Na2SO4. The solvent was removed with addition ofhexane to give a white microcrystalline (14.6 g, 83%) of the product 4 as a white solid: mp 170 C; Rf = 0.43 (20% EtOAc in hexanes);[alpha]D20 = +11.0o (c 0.81);1 HRMS(C18H15NO3): calcd294.1124, found 294.1095 [M+H]+; IR (neat) numax 3290.49,1757.13, 1678.11, 1204.13 cm-1; UV (nm) 220, 300; 1H NMR(CDCl3) delta 7.92 (d, J = 24 Hz, 1H), 7.81(d, J = 24 Hz, 1H), 7.62 (m, 2H), 7.42 (m,8H), 5.59 (dd, J = 9, 2.1 Hz, 1H),6.36 (dd, J = 8.7, 3.8 Hz, 1H), 4.77 (t,J = 8.5 Hz, 1H), 4.35 (dd, J = 8.7, 3.8 Hz, 1H); 13C NMR(CDCl3) delta 166.9, 164.8, 146.7, 139.1, 134.5, 130.7, 129.2, 128.7,128.6, 126.0, 116.9, 70.0, 57.9., 99395-88-7

The synthetic route of 99395-88-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Maxwell, David S.; Sun, Duoli; Peng, Zhenghong; Martin, Diana V.; Bhanu Prasad, Basvoju A.; Bornmann, William G.; Tetrahedron Letters; vol. 54; 43; (2013); p. 5799 – 5801;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

Step 1 To a stirred solution of (4S)-4-phenyl-1,3-oxazolidin-2-one (12 g, 73.5 mmol) in THF (200 mL) was added n-BuLi (2.5 M, 29.4 mL, 73.5 mmol) dropwise via a syringe at -78 C. The resulting reaction mixture was stirred at -78 C. for 5 minutes before (2E)-but-2-enoyl chloride (8.46 mL, 88.0 mmol) was added dropwise via a syringe. The reaction mixture was allowed to warm to ambient temperature and was quenched by addition of brine (100 mL) and water (100 mL). A mixture of ethyl acetate and hexanes (1:2, 100 mL) was added to partition the mixture and the organics were separated, dried over sodium sulfate, filtered and concentrated. The resultant oil was recrystallized in 5% ethyl acetate in hexanes (after seeding with crystals obtained from earlier batches) to yield (4S)-3-[(2E)-but-2-enoyl]-4-phenyl-1,3-oxazolidin-2-one (15.7 g, 67.9 mmol). 1H NMR (500 MHz, CDCl3) delta7.4 (m, 6H), 5.5 (m, 1H) 4.73 (t, J=8.8 Hz, 1H), 4.30 (m, 1H), 1.97 (dd, J=6.8, 1.5 Hz, 3H)., 99395-88-7

99395-88-7 (S)-4-Phenyloxazolidin-2-one 730424, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Shao, Pengcheng Patrick; Sun, Wanying; Katipally, Revathi Reddy; Vachal, Petr; Ye, Feng; Liu, Jian; Sha, Deyou; US2013/109649; (2013); 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.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

(S) -3-oxo-3- (2-oxo-4-phenyloxazolin-3-yl)Propionic acidEthyl ester,The structure is as follows:In a 500 ml three-necked flask,Join(S) -4-phenyl-2-oxazolone(0.122 mol, 1 eq.) AndDichloromethane 200 ml,Cooling to between 0 and 10 C,16 g (0.146 mol, 1.2 eq.) Of the TMSCl starting material was added,The mixture was stirred at 0 to 10 C for 30 minutes,15.4 g (0.152 mol, 1.25 eq.) Of triethylamine was added dropwise,Dropping process control material temperature between 0 ~ 10 ,After completion of the dropwise addition,Stirring was continued at 0 to 10 C for 2 hours((S) -4-phenyl-2-oxazolone TLC detection reaction was completed (TLC detection conditions:Petroleum ether / ethyl acetate = 2/1).Then 36.8 g was addedMalonic acidMonoethyl ester chloride (0.245 mol, 2 eq.) Was added dropwiseProcess control of material temperature at0 to 10 C,After completion of the dropwise addition,0.2 g of anhydrous tetrabutylammonium fluoride (TBAF,Gt; mmol, 0.005 eq.),The reaction solution was stirred at room temperature for 2 to 5 hours.After completion of the reaction,The reaction solution was poured into 200 mlIce-water, and the mixture was stirred at room temperature for 30 minutes,The organic phase was separated and the organic phase was washed with 10% sodium carbonate solution,The organic phase was separated and the organic phase was evaporated to dryness to give a crude product. To the crude product was added 100 ml of isopropanolStirred at 20 to 25C for 2 hours, and suction-filtered to obtain a white solid powder, which was dried to obtain 30.4 g of the product compound,Yield 90%,

99395-88-7, As the paragraph descriping shows that 99395-88-7 is playing an increasingly important role.

Reference£º
Patent; Shanghai Heng Sheng Pharmaceutical Co., Ltd; Wang, Xilin; Ding, Zunliang; Wu, Huafeng; Zhang, Qingyun; (10 pag.)CN105439929; (2016); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a reaction flask, tetrahydrofuran (50 mL) was added, (S)-4-phenyloxazol-2-one (5.0 g, 30.6 mmol) was added, and the temperature was cooled to -70 C.; under nitrogen gas protection, the internal temperature was maintained at -65-75 C., 2.5 M n-butyllithium (12.9 mL, 32.2 mmol, 1.05 eq) solution was added dropwise, after the addition, the reaction was conducted for half an hour at a maintained temperature; then the internal temperature was maintained at -65-75 C., valeryl chloride (4.1 g, 34.0 mmol, 1.11 eq) was added dropwise and reacted for 1 hour, and TLC was used to detect the disappearance of (S)-4-phenyloxazol-2-one, and treatment was performed; then the temperature was raised to 0 C., 20 mL saturated aqueous ammonium chloride solution was added and quenched by butyl lithium to separate the phase. The organic phase was concentrated under a reduced pressure. The concentrate was dissolved in 50 mL methylene dichloride, washed with water twice (25 mL¡Á2). The organic phase was dried over 10.0 g anhydrous sodium sulfate for 2 hours; filtered and concentrated under a reduced pressure to give the target product as a white solid (7.4 g, yield 97.6%). (0085) 1H NMR (600 MHz, CDCl3) delta 7.38 (dd, J=8.2, 6.6 Hz, 2H), 7.35-7.31 (m, 1H), 7.31-7.27 (m, 2H), 5.42 (dd, J=8.7, 3.7 Hz, 1H), 4.68 (t, J=8.8 Hz, 1H), 4.27 (dd, J=8.9, 3.7 Hz, 1H), 2.93 (td, J=7.4, 2.6 Hz, 2H), 1.63-1.53 (m, 3H), 1.33 (dtd, J=15.1, 7.6, 5.5 Hz, 2H), 0.89 (t, J=7.4 Hz, 3H). MS (ESI): m/z 248.1 [M+H]+. [alpha]D19 +60.0 (c=1.0 g/100 mL, CHCl3)., 99395-88-7

The synthetic route of 99395-88-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BEIJING ABLEPHARMTECH CO., LTD.; MA, Liang; (14 pag.)US2019/359583; (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.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

In a separate flask, n-butyllithium (4.6 mL, 11.6 mmol, 2.5 M F in hexanes) was added to (S)-(+)-4-phenyl-2-oxazolidinone (2.0 g, 12.2 mmol) in anhydrous tetrahydrofuran at -78 C. and allowed to stir for 10 minutes. The lithiated oxazolidinone was transfered via cannula to the mixed anhydride at -78 C. and stirring continued for 2 hours. The reaction was quenched with water (25 mL) and extracted with ethyl acetate. The combined extracts were washed with water, brine and dried over sodium sulfate. The crude product was purified by chromatography over silica gel eluted with 2:3 ethyl acetate/hexanes and the resulting solid was recrystallized from ethyl acetate/hexanes to afford (S)-4-phenyl-3-((S)-3-phenyl-butyryl)-oxazolidin-2-one (1.63 g, 88% yield)., 99395-88-7

The synthetic route of 99395-88-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chu, Xin-Jie; Fotouhi, Nader; Huby, Nicholas J.S.; Kong, Norman; McDermott, Lee Apostle; Moliterni, John; Zhang, Zhuming; US2006/41146; (2006); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (E)-4- (benzyloxy)but-2-enoic acid 236 (2.5g, 13.01mmol) and triethylamine (1.45g, 14.31 mmol) in anhydrous THF (40 mL) under nitrogen at -78 C was added trimethylacetyl chloride (1.72g, 14.3 lmmol). The reaction mixture was stirred at -78 C for 10 minutes, 0 C for 1 hour, then re-cooled to -78C.At the same time, in a seperate flask charged with a solution of (S)-4-phenyloxazolidin-2- one 237 (0.42g, 2.6mmol) in anhydrous THF (40 mL) under nitrogen at -78 C was added dropwise a solution of LiHMDS (14.31 mL, 14.3 lmmol). The mixture was stirred at -78 C for 20 minutes and then transferred via a cannula into the reaction flask containing the mixed anhydride at -78 C. The reaction mixture was stirred at 0 C for 1 hour, then warmed to room temperature and stirred for 18 hours. The crude mixture was quenched with sat. NH4CI (200 mL), and concentrated in vacuo, to about half of its original volume under reduced pressure to remove THF. The remaining mixture was extracted with ethyl acetate (150 mL x 2). The organic layer was separated, combined, dried over anhydrous Na2SC>4 and concentrated to dryness. The residue was purified by silica gel column (PE : EA = 2 : 1) to give 238, (S,E)-3-(4-(benzyloxy)but-2-enoyl)-4-phenyloxazolidin-2-one (3 g, 68% yield). LC-MS (LC method 1): m/z 338 (M+l)+., 99395-88-7

As the paragraph descriping shows that 99395-88-7 is playing an increasingly important role.

Reference£º
Patent; SPERO OPCO; LISTER, Troy; SHARMA, Rajiv; ZABAWA, Thomas; ZAHLER, Robert; (146 pag.)WO2017/189866; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S) -4-phenyl-2-oxazolidinone was added to a 250 mL three-necked flask, 83 g (48 mmol), DIPEA (15 mL)Anhydrous dichloromethane 144 mL,DMF 3 drops and DMAP catalytic amount, heated to reflux, and slowly dropwise 11.5 g (72 mmol) of methyl chlorocaproate.Reflux reaction for 3 hours,TLC showed that the reaction was complete with 1M dilute hydrochloric acid to terminate the reaction, saturated sodium bicarbonate, saturated brine washing, anhydrous sodium sulfate drying, concentration, sand, the final column chromatography was pure 9.3g, income: 66.15%, mp : 54 C to 56 C

99395-88-7, 99395-88-7 (S)-4-Phenyloxazolidin-2-one 730424, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Nanjing University of Technology; Wang, YuBin; Xue, xiaojian; Lu, peng; Fan, chen; Qin, Hui; (20 pag.)CN103864658; (2016); B;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(45)-3-{[(4-Methoxybenzyl)thio]acetyl}-4-phenyl-l,3-oxazolidin-2-one[(4-Methoxybenzyl)thio] acetic acid (1.3 g, 6.1 mmol) was dissolved in dry CH2Cl2 (40 ml) and given O0C. N,N’-Dicyclohexylcarbodiimide (DCC, 6.1 g, 6.1 mmol) and 4- (dimethylamino)pyridine (DMAP, 1.6 g, 12.9 mmol) were added and the mixture was stirred for 30 minutes. (S)-(+)-4-Phenyl-2-oxazolidinone (1,0 g, 6.1 mol) was added and the mixture was stirred at room temperature for 24 hours. The mixture was filtrated, concentrated under reduced pressure and purified by flash-chromatography (Hex : EtOAc 8:2 then 1:1). This afforded the title compound.1H-NMR (CDCl3, 200 MHz): delta 3.46-3.59 (m, 3H), 3.74-3.76 (m, 4H), 4.23-4.28 (m, IH), 4.68 (t, J = 8.8 Hz, IH), 5.38-5-42 (m, IH), 6.78 (d, /= 8.6 Hz, 2H), 7.14 (d, /= 8.6 Hz, 2H), 7.32-7.40 (m, 5H).

99395-88-7, As the paragraph descriping shows that 99395-88-7 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2006/137797; (2006); 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.90319-52-1,(R)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

Synthesis of (R,E)-3-but-2-enoyl-4-phenyloxazolidin-2-one:To a solution of (R)-4-phenyloxazolidin-2-one (8.30 g, 50.9 mmol) in anhydrous THF (80 mL) were added LiCI (2.48 g, 58.5 mmol) and triethylamine (10.30 g, 101.8 mmol). The resulting solution was stirred at RT for 20 minutes, and was then cooled by an ice- water bath. DMAP (0.63 g, 5.1 mmol) was added followed by drop-wise addition of (E)- but-2-enoyl chloride (6.11 g, 58.5 mmol). The resulting yellow suspension was stirred at 0 ¡ãC for 0.5 h, then at RT for 16 h. Water (160 mL) was added to quench the reaction, and the mixture was extracted with EtOAc (1 x 150 mL, 2 x 100 mL). The combined organic phases were washed with brine (50 mL), dried over magnesium sulfate. The solvent was removed under reduced pressure to give crude product as yellowish oily wax, which was purified by chromatography (0 – 50percent EtO Ac/heptane) to obtain (R,E)-3-but- 2-enoyl-4-phenyloxazolidin-2-one as light yellow wax (8.0 g, 68percent). 1H NMR (300 MHz, CDCI3/TMS): delta 7.50-7.20 (m, 6H), 7.18-7.00 (m, 1H), 5.48 (dd, 1H, J = 8.7, 3.9 Hz), 4.69 (t, 1H, J= 8.7 Hz), 4.27 (dd, 1H, J= 8.7, 3.9 Hz), 1.93 (dd, 3H, J= 6.7, 1.3 Hz); 13C NMR (75 MHz, CDCI3/TMS): delta 164.2, 153.5, 146.9, 138.9, 128.9, 128.3, 125.7, 121.5, 69.8, 57.6, 18.5., 90319-52-1

As the paragraph descriping shows that 90319-52-1 is playing an increasingly important role.

Reference£º
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem