Day: November 4, 2020

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 4-(2-(4-fluorophenyl)-5,5-dimethyl-1,3-dioxan-2-yl)butanoicacid (10 g, 0.034 mol) in dichloromethane(50 mL) was added triethyl amine (8.5 ml,0.061 mol) andpivaloyl chloride (5.05 ml,0.041 mol) atroom temperature and stirred for 3h at the sametemperature. To the above reaction mixture R-4-phenyloxazolidinone(6.04 g, 0.037 mol) and LiCl(5.82 g, 0.137 mol) were added and heated to45 ¡ãC. The reaction mixture was maintained for 7h at 45 ¡ãC.After cooling to room temperature water was added, and theorganic layer was separated. The aqueous layer was washed withdichloromethane, and the combined organic extracts were driedover anhydrous Na2SO4 andconcentrated under reduced pressure to give the crudecompound, which was crystallized from hexane and methyltert-butyl ether to give titled compound as a white crystalline solid (11.8 g, 0.027 mol, 78.6percent).?m.p. 73-74oC;[alpha]20 D -57.3 (c 0.3, CH2Cl2); 1H NMR(400 MHz, CDCl3) deltaH (ppm):0.55 (s, 3H), 1.22 (s, 3H), 1.71-1.75(m, 4H), 2.84-2.89 (m, 2H), 3.37 (dd, 4H, J = 14.4,11.2 Hz), 4.20 (dd, 1H, J = 8.8,3.6 Hz), 4.63 (t, 1H, J = 8.8Hz), 5.35 (dd, 1H, J = 8.8,3.2 Hz), 7.01-7.05 (m, 2H), 7.25-7.28 (m, 2H), 7.32-7.38 (m, 5H). ESI-MS:m/z. Calcd.: 441.20; Found: 442.26 [M+H]+.Anal. Calcd. for C25H28FNO5: C, 68.01percent;H, 6.39percent; N, 3.17percent; F, 4.30percent Found C, 68.05percent; H,6.31percent; N, 3.13percent; F, 4.32percent., 90319-52-1

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

Reference£º
Article; Ren, Yun; Li, Renjun; Deng, Yong; Guan, Mei; Wu, Yong; Hai, Li; Tetrahedron Letters; vol. 54; 48; (2013); p. 6443 – 6446;,
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

General procedure: In a round bottom flask dimethyl sulfoxide (50 ml) was added, followed by 1,3 dibromopropane (61.7 g, 306 mmol) and powdered potassium hydroxide (4.47 g, 80 mmol).[13] The reaction mixture was cooled to 15-20 C. To the cooled reaction mixture, was added (S)-4-phenyloxazolidin-2-one (10 g, 61.3 mmol) in 4 to 5 lots at an interval of 5 min each. The reaction mixture was stirred further at 15-20 C for 3-4h. Water (150 ml) was then added to the reaction mixture and it was extracted in dichloromethane (200 ml). The organic layer was concentrated on laboratory rotary evaporator. The resultant residue was purified on silica gel column using cyclohexane/ethyl acetate to get (1a) as colorless oil. Yield: 13.1 g (75%). 1b-1f were prepared in the same manneras 1a., 99395-88-7

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

Reference£º
Article; Nehate, Sagar P.; Godbole, Himanshu M.; Singh, Girij P.; Mathew, Jessy E.; Shenoy, Gautham G.; Synthetic Communications; vol. 48; 18; (2018); p. 2435 – 2440;,
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 the mixture of n-valeric acid (156.5 g) and dichloromethane (1000 ml), (S)-4- phenyloxazoldin-2-one compound of formula-6a (200 g) and 4-dimethylaminopyridine (29.9 g) were added at 25-30C and stirred for 10 minutes at same temperature. The reaction mixture was cooled to 5-10C. A solution of N,N’-dicyclohexylcarbodiimide (316.1 g) in 200 ml of dichloromethane was slowly added to the reaction mixture at 5-10C and stirred for 12 hours at the same temperature. Cooled the reaction mixture to 0-5C and washed the reaction mixture with aqueous HC1 solution followed by water. The obtained organic layer was washed with aqueous sodium carbonate solution followed by water. Distilled off the solvent completely from the organic layer under reduced pressure and co-distilled with n-heptane. To the obtained residue 1600 ml of n-heptane was added at 25-30C. Heated the reaction mixture to 50-55C and stirred for 15 minutes. The reaction mixture was slowly cooled to 0- 5C and stirred for 2 hours at the same temperature. Filtered the precipitated solid, washed with n-heptane and dried to get the title compound.Yield: 243.6 g. M.R.: 42-45C., 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; MSN LABORATORIES PRIVATE LIMITED, R&D CENTER; SRINIVASAN, Thirumalai Rajan; SAJJA, Eswaraiah; REVU, Satyanarayana; CHERKUPALLY, Prabhakar; (59 pag.)WO2018/220646; (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.145589-03-3,(R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: A solution of sodium bis(trimethylsilyl)amide in n-hexane (1.03 M, 164 mL, 169 mmol) was added to a solution of 11c (32.9 g, 141 mmol) in THF (330 mL) under N2 atmosphere and at -78 C over 45 min, and the mixture was stirred at the same temperature for 30 min. Then, a solution of benzyl (2E)-4-bromobut-2-en-1-yl ether (35.5 g, 148 mmol) in THF (80 mL) was added to the above solution over 30 min, and the mixture was stirred at the same temperature for 30 min. The reaction mixture was raised to -40 C and further stirred for 4 h. Saturated NH4Cl aqueous solution (100 mL) was added to the reaction mixture, and the mixture was further stirred at room temperature for 1 h. The reaction mixture was concentrated under reduced pressure and diluted with water (500 mL), followed by extraction with AcOEt. Then, the organic layer was washed with water and brine, and dried over anhydrous MgSO4. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent, n-hexane/AcOEt = 7:1-2:1) to obtain (4S)-4-benzyl-3-[(2R,4E)-6-(benzyloxy)-2-methylhex-4-enoyl]-1,3-oxazolidin-2-one (37.9 g, 69%, 99% ee) as a colorless liquid., 145589-03-3

The synthetic route of 145589-03-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nakamura, Yuji; Fujimoto, Teppei; Ogawa, Yasuyuki; Namiki, Hidenori; Suzuki, Sayaka; Asano, Masayoshi; Sugita, Chie; Mochizuki, Akiyoshi; Miyazaki, Shojiro; Tamaki, Kazuhiko; Nagai, Yoko; Inoue, Shin-Ichi; Nagayama, Takahiro; Kato, Mikio; Chiba, Katsuyoshi; Takasuna, Kiyoshi; Nishi, Takahide; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 3175 – 3196;,
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.

Oxalyl chloride (4.7 mL, 56.1 mmol) was added drop-wise to a mixture of commercially available (?)-3-(4-methoxyphenyl)acrylic acid (B12, 5.0 g, 28.1 mmol) in anhydrous dichloromethane (80 mL) at 0 ¡ãC under nitrogen, after which and anhydrous DMF (0.5 mL) was added. The mixture was slowly warmed to room temperature, stirring for a total of 3 h. (i?)-4-Phenyl-oxazolidin-2-one (4.6 g, 28.1 mmol) and DMAP (100 mg) were added, followed by triethylamine (5.3 mL, 36.5 mmol), and the mixture was heated to 50 ¡ãC to stir for 12 h. The mixture was cooled to room temperature, the solvents were removed under reduced pressure and the residue was triturated with diethyl ether to provide (R,E)-3-[3-(4- methoxyphenyl)acryloyl]-4-phenyloxazolidin-2-one [(i?)B13] as a light yellow solid (8.9 g, 98percent): LCMS (M+H) 324., 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
Patent; TREVENA, INC.; CROMBIE SPEERSCHNEIDER, Aimee; YAMASHITA, Dennis SHINJI; PITIS, Philip Michael; HAWKINS, Michael John; LIU, Guodong; MISKOWSKI DAUBERT, Tamara Ann; YUAN, Catherine C.K.; BORBO KARGBO, Robert; HERR, Robert Jason; ROMERO, Donna; (125 pag.)WO2018/152293; (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.

Production Example 1 (4R) -3- (4-Azidobutanoyl)4-phenyloxazolidin-2-one A catalytic amount of dimethylformamide was added to a solution of 4-azidobutyric acid (10.3 g, 80.0 mM) in 100 ml of methylene chloride and, thereafter, thionyl chloride (8.7 ml, 119.5 mM) was added dropwise thereto under ice-cooling. After stirring the reaction mixture at room temperature for one hour, it was evaporated to give a crude acid chloride. A 1.6M solution of n-butyl lithium in hexane (40.2 ml, 64.3 mM) was added dropwise into a solution of (4R)-4-phenyl-2-oxazolidinone (manufactured by Aldrich; 10 g, 61.3 mM) in tetrahydrofuran (80 ml) at -78¡ã C. and the mixture was stirred at the same temperature for 30 minutes. A solution of the previously synthesised acid chloride in tetrahydrofuran (100 ml) was slowly added dropwise into the reaction mixture and the mixture was further stirred for 30 minutes. The reaction was ceased by adding dropwise a saturated aqueous solution of sodium bicarbonate into the reaction mixture followed by warming up to room temperature. The mixture was poured into water followed by extracting with ethyl acetate and the organic layer was washed with a saturated aqueous solution of sodium bicarbonate, water and brine in this order and dried over anhydrous magnesium sulfate. The solvent was removed and the residue was subjected to a silica gel column chromatography (hexane/ethyl acetate=5/1) to give the title compound (17 g, 99percent). 1H-NMR(CD Cl3) delta:1.84(2H,quint,J=7 Hz), 2.88(2H,t,J=7 Hz), 3.25 (2H,t,J=7 Hz),4.24(1H,dd,J=4.9 Hz), 4.65(1H,t,J=7 Hz), 5.36(1H,dd,J=4.9 Hz), 7.22-7.35(5H,m)., 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
Patent; Eisai Co., Ltd.; US6218550; (2001); B1;,
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

General procedure: To a solution of 15a (19.0 g, 107 mmol) in THF (300 mL) cooled to -78 ¡ãC 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, 94percent 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.90319-52-1,(R)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

To a stirred solution of 4 (2 kg, 8 mol) in CH2Cl2 (2 L) was added oxalyl chloride (1.4 L, 16 mol) dropwise at 0 ¡ãC. The resulting solution was stirred at room temperature for another 4 h and concentrated in vacuo. To a stirred solution of (R)-4-phenyloxazolidin-2-one (1.3 kg, 8 mol) and TEA (1.7 L, 12 mol) in CH2Cl2 (4.8 L) at 0 ¡ãC was added the substituted cinnamic chloride in CH2Cl2 (800 mL) dropwise. The mixture was stirred at 0 ¡ãC for 1 h and then raised to room temperature for 3 h when a saturated solution of NH4Cl (600 mL) was added. The aqueous layer was separated, and the organic solution was washed with water (600 mL .x. 3), brine (800 mL), and dried over Na2SO4. The organic solution was evaporated and 2.9 kg of 5 was obtained after recrystallization in EtOH in 93percent yield, mp 143-145 ¡ãC, (c 1.0, CHCl3). 1H NMR (300 MHz, CDCl3): delta 7.86 (d, J = 15.5 Hz, 1H), 7.75 (d, J = 15.3 Hz, 1H), 7.30-7.50 (m, 11H), 7.23 (m, 2H), 7.03 (dd, J = 2.3, 8.6 Hz, 1H), 5.64 (dd, J = 4.0, 9.0 Hz, 1H), 5.15 (s, 2H), 4.85 (t, J = 8.9 Hz, 1H), 4.36 (dd, J = 3.9, 8.8 Hz, 1H). 13C NMR (100 MHz, CDCl3): delta 164.6, 158.9, 153.7, 146.5, 138.9, 136.5, 135.8, 129.8, 129.2, 129.1, 128.6, 128.5, 128.4, 128.1, 127.6, 127.5, 126.0, 125.9, 121.5, 117.4, 117.1, 114.4, 70.0, 69.9, 57.8. HRMS (ESI): Calcd for C25H21NO4Na: 422.1368. Found: 422.1349., 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; Zhang, Qiang; Li, Jian-Feng; Tian, Guang-Hui; Zhang, Rong-Xia; Sun, Jin; Suo, Jin; Feng, Xin; Fang, Du; Jiang, Xiang-Rui; Shen, Jing-Shan; Tetrahedron Asymmetry; vol. 23; 8; (2012); p. 577 – 582;,
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

R-4-phenyl-2-oxazolidone (4 g, 24.5 mmol) was dissolved in 50 mL of dichloromethane, and then triethylamine (5.2 mL, 1.5 eq) was added therein. Subsequently, 2-fluoro-propionyl chloride (1.3 eq) was slowly added dropwise at 0¡ã C.5¡ãAfter the raw materials were completely reacted indicating by TLC, filtering the solid, drying the organic phase by concentration, then 20 mL of methanol was added. The resulting mixture was stirred for 3 h and filtered to give 5 g white solid in a yield of 86.0percent., 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
Patent; TOPHARMAN SHANGHAI CO., LTD.; SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES; TOPHARMAN SHANDONG CO., LTD.; Wang, Guan; Jiang, Xiangrui; Gong, Xudong; Chen, Weiming; Zhu, Fuqiang; Zhang, Rongxia; Zhao, Xianguo; US2015/284351; (2015); 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

A flame-dried 1 L round bottomed flask containing an MTBE solution of 6 (2.8 g, 33 mmol), and 800 mL of THF was chilled by a cold bath at -30 C. (dry ice/30% ethanol in ethylene glycol). The mixture was allowed to stir under nitrogen atmosphere. Distilled triethylamine (12.2 g, 17.0 mL, 120 mmol), and pivaloyl chloride (6.0 g, 6.2 mL, 50 mmol) were added sequentially, and stirring at -30 C. was continued for one hour. LiCl (7.0 g, 170 mmol) was added. After five minutes, (S)-4-phenyloxazolidinone (9.8 g, 60 mmol), and 4-dimethylamino pyridine (408 mg, 3.35 mmol) were added. The whole reaction mixture was allowed to stir overnight at room temperature. The solvents were removed under reduced pressure, and the residue was partitioned between 300 mL of CH2Cl2 and 300 mL water. The aqueous layer was extracted twice with 300 mL portions of CH2Cl2, and the combined organics were dried (Na2SO4), filtered, and concentrated. The residue was chromatographed on silica gel. The initial eluent was 1:1:9 CH2Cl2:ethyl acetate:hexane, followed by elution with 1:3:7 CH2Cl2:ethyl acetate:hexane. The yield of 7 was 7.20 g (31.5 mmol, 95%). Compound 7 is a white solid. mp=118-119 C., [alpha]D+140.0 (c 1.00, THF)., 99395-88-7

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

Reference£º
Patent; University of Delaware; US2009/23916; (2009); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem