Heterocyclic Building Blocks-Oxazolidine

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 anhydrous and oxygen-free environment, 36g of 4-[2-(4-fluoro-phenyl)-[1,3]dithiacyclolan-2-yl]-butyric acid (IV) was added and 300ml of dichloromethane was added. Add 50ml triethylamine,A mixture of 20 ml of pivaloyl chloride and 50 ml of tetrahydrofuran was added dropwise at a temperature of -20C to -10C and reacted for 2 hours. Add 6.4g of anhydrous lithium chloride and stir for 2 hours.27g 4-phenyl-2-oxazolidone was added and the reaction mixture was stirred for 5-7 h.The intermediate VI was extracted and crystallized. The yield was 96.1%., 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; Shandong New Age Pharmaceutical Co., Ltd.; Zhang Guimin; Zang Chao; Xia Mingjun; (16 pag.)CN107488190; (2017); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

90319-52-1, (R)-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 Preparation 11-1(1.4g. 4.8 mmoi) in THF (15 mL) was added NEt3 (1.3 mL, 9.6 mmoi). The reaction mixture was cooled to 0 ¡ãC and trimethylacetyl chloride (0.7 13 inL, 5.8 mmoi) was added dropwise and the resulting solution stirred for 30 mm at 0 ¡ãC. In a separate flask, (R)-4-phenyioxazolidin-2-one (3. 101 g, 6.24 mmoi) in THF (45 rnL) at 0¡ãC was treated with 1 M Lil-{MDS solution in THF (dropwise addition of 624 mL, 6.24 mmoi) and stirred at 0¡ãC. The lithiate was added via cannula to the first flask. The reaction mixture was allowed to warm to rt and was stirred fbr 3 hours. LC/MS indicated the complete consumption of the starting carboxylic acid and formation of the desired imide. The reaction mixture was poured onto saturated aqueous ammoniurn chloride (50 mL) and the layers were separated. The aqueous layer was extracted with EtOAc (3 x 50 mL). The combined organic extracts were dried over anhydrous sodium sulfate and chromatographed on silica using EtOAc/Hexanes 0 to 100percent gradient to give Preparation 11 as a white foam in 83percent yield, rn/z M¡ÀH) = 433.3. H-NMR (400 Ml-Iz; CDCl): 8.80 (d, J::: 4.5 Hz, 1H, 8.11 (dd, J:::: 9.1, 5.7 Hz, 1H). 7.63 (dd, J 10.5, 2.5 Hz. 1H), 7.48-7.43 (in, IH), 7.40-7.30 (m, 6H), 5.47-5.44 (m, 1H), 4.71 (t, J= 8.9 Hz, 1H). 4.31- 4.28 (m. 1FI). 3.20-3.11 (in, 3H). 2.49-2.46 (m, IH), 1.82-1.67 (in. 6H)., 90319-52-1

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Emily Charlotte; SHAN, Weifang; ZHANG, Liping; NARA, Susheel Jethanand; HUANG, Audris; BALOG, James Aaron; (129 pag.)WO2018/39512; (2018); 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.

General procedure: To a solution of 15a (19.0 g, 107 mmol) in THF (300 mL) cooled to -78 C was added n-butyllithium (47.2 mL, 118 mmol, 2.5 M solution in hexane) dropwise. The resulting solution was stirred at this temperature for 20 min before the dropwise addition of propionic anhydride (15.1 mL, 118 mmol). The cooling bath was removed, and the flask was allowed to slowly warm to room temperature and stir for an additional hour whereupon LCMS indicated reaction completion. The reaction was quenched with the addition of sat. NH4Cl. Volatiles were removed in vacuo, and the resulting residue was diluted with DCM. The layers were separated, and the organic layer was washed with water x 2, 1 M NaOH, brine, dried over MgSO4, filtered, and concentrated in vacuo to afford the desired product as a white solid (23.6 g, 94% yield). Spectral data were in accordance with reported literature values.3, 90319-52-1

90319-52-1 (R)-4-Phenyloxazolidin-2-one 730425, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Reed, Carson W.; Fulton, Mark G.; Nance, Kellie D.; Lindsley, Craig W.; Tetrahedron Letters; vol. 60; 10; (2019); p. 743 – 745;,
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.

To (S)- (+)-4-PHENYL-2-OXAZOLIDINONE (9.88 g, 60 mmol) in THF (150 mL) AT-78C, was added n-butyl lithium (37.7 mL, 1. 6M in hexanes, 60 mmol) over a period of 30 minutes. THF (50 mL) was added to the resultant thick suspension and the reaction mixture allowed to warm up to facilitate stirring. Trans-cinnamoylchloride (11.5 g, 69 mmol) in THF (30 mL) was added dropwise. The’reaction was stirred at room temperature overnight. The reaction mixture was quenched with a saturated ammonium chloride solution (50. ML) and stirred for 0.5h. The solvent was removed in vacuo, the residue dissolved in ethyl acetate, washed with water (300 mL), 5% sodium bicarbonate (200 mL) and brine (100 mL) and dried over sodium sulfate. The solvent was removed in vacuo to give a pale yellow solid. The compound was crystallized from ETHYLACETATE and washed with hexanes to give 17.12 g (97%) of (S)-4- PHENYL-3- [ (E)- (3-PHENYL-ACRYLOYL)]-OXAZOLIDIN-2-ONE. H NMR (400 MHz, CDC13) : 8 [ppm] 7.92 (d, 1H), 7. 77 (d, 1H), 7.59 (m, 2H), 7.40-7. 35 (m, 8H), 5.55 (dd, 1H), 4.74 (t, 1H) ; 4.31 (DD,. 1H)., 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; VIROCHEM PHARMA INC.; WO2005/23809; (2005); 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.

To a solution of bromoethynylbenzene (1.4 g, 8.0 mmol) in 24 mL of anhydrous toluene in a reaction vial were added methyl phenylcarbamate (1.5 g, 9.6 mmol), K3PO4 (3.4 g, 16 mmol), copper sulfate-pentahydrate (400 mg, 16 mmol), and 1,10-phenanthroline (577 mg, 3.2 mmol). The reaction mixtures was capped under an argon atmosphere, and heated in an oil bath at 80 ?C for 15 h. The progress of the reaction was monitored using TLC analysis. Upon completion, the reaction mixture was allowed to cool to room temperature, and diluted with 15 mL of ethyl acetate. The mixture was filtered through a pad of celite, and the filtrate was concentrated in vacuo. The crude residue was purified by column chromatography with eluent of Hexane/ ethyl acetate = 19/1 to give 1.6 g of 1 in 80 percent yield as a yellow oil. 1H NMR (400 MHz, CDCl3) delta 7.55 (dd, J = 1.2, 8.6 Hz, 2H), 7.45-7.40 (m, 4H), 7.33-7.28 (m, 4H), 3.92 (s, 3H). 13C NMR. (100 MHz, CDCl3) delta 154.9, 139.7, 131.5, 129.1, 128.4, 128.0, 127.2, 124.8, 123.0, 83.0, 70.3, 54.5.#10;, 90319-52-1

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

Reference£º
Article; Sato, Akihiro H.; Ohashi, Kazuhiro; Iwasawa, Tetsuo; Tetrahedron Letters; vol. 54; 10; (2013); p. 1309 – 1311;,
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.

(2) nitrogen protection, will (S)-4 – phenyl -2 oxazolidone (2.5 kg, 15.3 muM) is added to the in tetrahydrofuran (20L), stirring and dissolving, control the temperature of the reaction solution in the 15 – 25 C, batch repeatedly added 60% NaH (625g, 15.6 muM). Feeding after completely, adds by drops differently pivaloyl chloride (1.9 kg, 15.8 muM), to maintain the temperature of the reaction solution is lower than the 30 C. Dropping after completely, thermal insulation reaction 30min. TLC monitoring raw material the reaction is complete. The reaction liquid slowly poured into saturated NH4Cl (40L) in aqueous solution quenching, and the room temperature stirring reaction 2h, layered, separating the organic phase, the aqueous layer and then the extraction of ethyl acetate (15L ¡Á 2), the combined organic layer, steaming and to dry. In the concentrate is added to the petroleum ether (4L), full mixing, filtering, results in the type (I – S) compound of formula 3.41 kg. The yield is 90%.

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

Reference£º
Patent; Borui Bio-pharmaceutical (Suzhou) Co., Ltd.; Yuan Jiandong; Liu Wei; Ma Shimin; (29 pag.)CN104058990; (2017); 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

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