Tag: M.W:100-200

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

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

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

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

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.

4.1.23 (4S,2E)-3-(4′-Methylpent-2′-enoyl)-4-phenyloxazolidin-2-one 4243,44 Butyllithium (1.60 M in hexanes, 8.24 mL, 20.6 mmol) was added slowly via syringe to a stirring solution of (4S)-4-phenyl-2-oxazolidinone 41 (3.37 g, 20.6 mmol) in THF (30 mL) under an atmosphere of nitrogen at -78 C. The resulting solution was stirred for 20 min at -78 C. A solution of (E)-4-methylpent-2-enoylchloride 40 (3.01 g, 22.8 mmol) in THF (17 mL) was added slowly by syringe. The temperature was maintained at -78 C for 30 min at which stage it was raised to 0 C and the reaction mixture stirred at this temperature for 1.5 h. The reaction mixture was then quenched by the addition of saturated aqueous ammonium chloride (30 mL) and the volatiles were removed under reduced pressure. Ethyl acetate (65 mL) was added, the organic phase separated and washed with saturated aqueous sodium bicarbonate (2*30 mL), brine (30 mL), dried and the solvent removed under reduced pressure to give the crude oxazolidinone 42. Purification by flash chromatography on silica gel eluting with ethyl acetate/hexane (20:80) gave the pure oxazolidinone 42 (4.71 g, 88%) as a white solid: mp 100-102 C (lit., 43 103-104 C); [alpha]D20 +105.8 (c 1.0, CHCl3) {lit., 43 [alpha]D20 +103.1 (c 1.0, CHCl3)}; numax/cm-1 (KBr) 2966, 1778, 1685, 1639; deltaH (300 MHz, CDCl3) 1.06, 1.07 [6H, 2* d, 2* J 6.9, CH(CH3)2], 2.42-2.63 [1H, sym m, CH(CH3)2], 4.27 [1H, dd, A of ABX, J 8.7, 3.9, one of C(5)H2], 4.69 [1H, dd appears as t, B of ABX, J 8.7, one of C(5)H2], 5.49 [1H, dd, X of ABX, J 8.7, 3.9, C(4)H], 7.05 [1H, dd, J 15.3, 6.6, C(3′)H], 7.16-7.46 {6H, m, containing 7.22 [1H, dd, J 15.3, 1.2, C(2′)H], ArH}; deltaC (75.5 MHz, CDCl3) 21.1, 21.2 [2* CH3, CH(CH3)2], 31.4 [CH, CH(CH3)2], 57.7 [CH, C(4)H], 69.9 [CH2, C(5)H2], 117.6 [CH, C(2′)H], 125.9, 128.6, 129.1 (3* CH, aromatic CH), 139.1 (C, quaternary aromatic C), 153.7 (C, C=O), 158.1 [CH, C(3′)H], 164.9 (C, C=O)., 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; Foley, David A.; O’Leary, Patrick; Buckley, N. Rachael; Lawrence, Simon E.; Maguire, Anita R.; Tetrahedron; vol. 69; 6; (2013); p. 1778 – 1794;,
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.

[00203] To a solution of Preparation 4H (1.4 g, 4.8 mmol) in THF (15 mL) was added NEt (1.3 mL, 9.6 mmol). The reaction mixture was cooled to 0 C and trimethylacetyl chloride (0.713 mL, 5.8 mmol) was added dropwise and the resulting solution stirred for 30 min at 0 C. In a separate flask, (i?)-4-phenyloxazolidin-2-one (1.01 g, 6.24 mmol) in THF (45 mL) at 0 C was treated with 1 M LiHMDS solution in THF (dropwise addition of 6.24 mL, 6.24 mmol) and stirred at 0C. The lithiate was added via cannula to the first flask. The reaction mixture was allowed to warm to rt and was stirred for 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 ammonium 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 100% gradient to give Preparation 41 as a white foam in 83% yield, m/z (M+H)+ = 433.3. ^-NMR (400 MHz; CDC13): delta 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 (m, 1H), 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, 1H), 3.20-3.11 (m, 3H), 2.49-2.46 (m, 1H), 1.82-1.67 (m, 6H).

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; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Emily Charlotte; ZHANG, Liping; WILLIAMS, David K.; BALOG, James Aaron; (68 pag.)WO2017/192840; (2017); 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.

Preparation of (i?)-3-cinnamoyl-4-phenyloxazolidin-2-one: A THF (50 mL) solution of (i?)-4-phenyloxazolidin-2-one (5.90 g, 36.2 mmol) was cooled to -78 ¡ãC and treated with lithium bis(trimethylsilyl)amide (36.9 mL, 36.9 mmol, 1.0 M in THF) dropwise over 15 minutes. After 15-minute stirring at -78 ¡ãC, a THF (10 mL) solution of cinnamoyl chloride (6.33 g, 38.0 mmol) was then introduced. The mixture was stirred for 1 hour at -78 ¡ãC and 2 hours at ambient temperature before it was quenched with saturated NaHCC>3 (50 mL) and stirred for 1 hour. The mixture was diluted with EtOAc (200 mL), washed with water and brine, dried over MgS04, filtered and concentrated to give the product as a pale yellow solid (10.6 g, 99.9percent yield). MS (apci) m/z = 293.9 (M+H)., 90319-52-1

The synthetic route of 90319-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven, W.; BLAKE, James, F.; CONDROSKI, Kevin, R.; HAAS, Julia; HUANG, Lily; JIANG, Yutong; KERCHER, Timothy; KOLAKOWSKI, Gabrielle R.; SEO, Jeongbeob; WO2012/158413; (2012); A2;,
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.

99B. (S,E)-3-(Pent-2-enoyl)-4-phenyloxazolidin-2-one To a light suspension of (S)-4-phenyloxazolidin-2-one (3.8 g, 23 mmol), lithium chloride (1.017 g, 24 mmol) and triethylamine (4.32 mL, 31 mmol) in THF (50 mL) at -20 C. was added (E)-pent-2-enoic anhydride (5.09 g, 27.9 mmol) dropwise. After completion of addition, the cold bath was removed and the mixture was allowed to warm to rt. The mixture was stirred at rt for 2.5 days and the resulting thick suspension was diluted with EtOAc. The mixture was washed sequentially with 0.2M HCl, sat’d NaHCO3, water and sat’d NaCl. The organic layer was dried (Na2SO4) and concentrated to give an orange liquid which was purified via silica gel chromatography to afford (the desired product (4.37 g, 76% yield) as a white solid: LC-MS [M+H] 246., 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; Bristol-Myers Squibb Company; Ellsworth, Bruce A.; Shi, Jun; Ewing, William R.; Jurica, Elizabeth A.; Hernandez, Andres S.; Wu, Ximao; US9133163; (2015); B2;,
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 4. (5)-3-((5)-3-(4-Chlorophenyl)-3-(6-methoxypyridin-3-yl)propanoyl)-4-phenyloxazolidin- 2-one To a precooled (0 C) solution of (5)-3-(4-chlorophenyl)-3-(6-methoxypyidin-3- yl)propanoic acid (3.30 g, 11.3 mmol) in THF (30.0 mL) was added pivolyl chloride (1.39 mL, 1 1.3 mmol), DMAP (cat) and triethylamine (3.15 mL, 22.6 mmol) drop-wise and stirred for 1 h. In another precooled (-78 C) suspension of (5)-4-phenyloxazolidin-2-one (2.03 g, 12.4 mmol) in THF (10.0 mL) was added w-BuLi (2.50 M solution in hexanes, 9.30 mL, 14.9 mmol) drop- wise and stirred at -20 C for 1 h. The solution of the above mixed anhydride was added slowly and stirred for additional 3 h. The reaction mixture was quenched with saturated solution of NH4C1 (250 mL) and extracted with EtOAc (2 x 200 mL). The combined EtOAc extracts were washed with brine (200 mL), dried ( a2S04), filtered and concentrated under reduced pressure. The residue was purified on 40 g S1O2 column using using a gradient elution of 0-40% EtOAc in hexanes. Fractions containing the product were combined and concentrated under reduced pressure to provide the product (3.20 g, 65%) as white solid. MS: m/z = 437 (M+H+)., 99395-88-7

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO. LTD.; WILLIAMS, Peter, D.; MCCAULEY, John, A.; BENNETT, David, J.; BUNGARD, Christopher, J.; CHANG, Lehua; CHU, Xin-Jie; DWYER, Michael, P.; HOLLOWAY, M. Katherine; KEERTIKAR, Kartik, M.; LOUGHRAN, H. Marie; MANIKOWSKI, Jesse, J.; MORRIELLO, Gregori, J.; SHEN, Dong-Ming; SHERER, Edward, C.; SCHULZ, Jurgen; WADDELL, Sherman Tim; WISCOUNT, Catherine, M.; ZORN, Nicolas; SATYANARAYANA, Tummanapalli; VIJAYASARADHI, Sivalenka; HU, Bin; JI, Tao; ZHONG, Bin; WO2015/17393; (2015); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169048-83-3,(S)-5-(Chloromethyl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: To the solution of 4-amino-6-{7-chloro-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-8-yl}-1,3,5-triazine-2-thiol (17, 399 mg, 1.21 mmol) and N-(2-chloroethyl)methanesulfonamide (381 mg, 2.41 mmol) in N,N-dimethylformamide (20 mL) was added N-ethyldiisopropylamine (631 muL, 3.14 mmol) at room temperature. The resulting mixture was stirred for 2.5 h at 70 C. After cooling to room temperature, the mixture was extracted between ethylacetate and water. The organic layer was washed with water and brine successively, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated by evaporation and the resulting residue was purified by preparative HPLC to give the title compound 62%, a light brown solid). H NMR (400 MHz, DMSO-d6) delta: 3.26 (1H, dd, J = 6.6, 8.8 Hz), 3.38 (1H, dd, J = 14.0, 6.0 Hz), 3.47 (1H, dd, J = 14.0, 6.0 Hz), 3.57 (1H, dd, J = 8.8, 8.8 Hz), 4.79-4. 87 (1H, m), 5.05 (2H, s), 5.06 (2H, s), 7.35 (1H, d, J = 7.1 Hz), 7.43 (1H, d, J = 8.8 Hz), 7.45 (1H, s), 7.53 (1H, dd, J = 8.8, 7.1 Hz), 7.57 (1H, s), 7.91 (2H, s). MS (ESI+) m/z: 430, 432 [M+H]+. HRMS (ESI+) m/z: [M+H]+ calcd for C19H1735ClN5O3S, 430.07351; found, 430.07277, [M+H]+ calcd for C19H1737ClN5O3S, 432.07056; found, 432.06954., 169048-83-3

169048-83-3 (S)-5-(Chloromethyl)oxazolidin-2-one 7058042, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Suda, Atsushi; Kawasaki, Ken-Ichi; Komiyama, Susumu; Isshiki, Yoshiaki; Yoon, Dong-Oh; Kim, Sung-Jin; Na, Young-Jun; Hasegawa, Kiyoshi; Fukami, Takaaki A.; Sato, Shigeo; Miura, Takaaki; Ono, Naomi; Yamazaki, Toshikazu; Saitoh, Ryoichi; Shimma, Nobuo; Shiratori, Yasuhiko; Tsukuda, Takuo; Bioorganic and Medicinal Chemistry; vol. 22; 2; (2014); p. 892 – 905;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem