Heterocyclic Building Blocks-Oxazolidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: Methanesulfonyl chloride (0.26 mL, 3.33 mmol) was added to a solution of tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (11 I, 0.7 g, 3.03 mmol, prepared as for its enantiomer54) and Et3N (0.68 mL, 4.84 mmol) in CH2Cl2 (10 mL) at 0 oC. After 30 min the mixture was washed with aq. NaHCO3 (sat., 3 x 5 mL), dried and the solvent evaporated. The residue was dissolved in DMF (8 mL) and sodium thiomethoxide (0.42 g,6.05 mmol) added. After stirring at rt for 1 h, Et2O (100 mL) was added and the mixture washed with H2O (4 x 10 mL), brine then dried and the solvent evaporated. The residue was chromatographed (EtOAc-hexanes, 5:95) to give 12 I as a colourless oil (0.59 g, 75%)., 108149-63-9

The synthetic route of 108149-63-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Clinch, Keith; Evans, Gary B.; Froehlich, Richard F.G.; Gulab, Shivali A.; Gutierrez, Jemy A.; Mason, Jennifer M.; Schramm, Vern L.; Tyler, Peter C.; Woolhouse, Anthony D.; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5181 – 5187;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: A Schlenk tube was charged with aryl bromide(1 mmol), oxazolidone(1.2 mmol), N,N-dimethylglycine(10.3mg, 0.1 mmol), recrystallized CuI(9.5mg, 0.05 mmol) and K2CO3(276mg, 2 mmol). The tube was evacuated and backfilled with argon(3 times) before dry DMF(0.5 ml) was added. The reaction mixture was stirred at 120 C until the corresponding aryl bromidewas completely consumed as monitored by TLC. The reaction mixture was extracted with ethyl acetate. The organic layer was washed with H2O and brine, and dried by Na2SO4. Removal of solvent in vacuo and purified by column chromatography on silica gel to provide the desired product., 497-25-6

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

Reference£º
Article; Li, Jiaojiao; Zhang, Yihua; Jiang, Yongwen; Ma, Dawei; Tetrahedron Letters; vol. 53; 31; (2012); p. 3981 – 3983;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.80-65-9,3-Aminooxazolidin-2-one,as a common compound, the synthetic route is as follows.

80-65-9, 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%.

The synthetic route of 80-65-9 has been constantly updated, and we look forward to future research findings.

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
Oxazolidine | C3H7NO – PubChem

7517-99-9, 5-(Hydroxymethyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7517-99-9, To a stirred solution of TBDMS-C1 (5.74 g, 0.0384 mol), imidazole (3.4 g, 0.0512 mol), DMAP (0.31 g, 0.0025 mol) in DMF (15 mL), cooled to 0C, 5- (hydroxymethyl)oxazolidin-2-one (3 g, 0.0256 mmol) in DMF (15 mL) was added and stirred at 25 C for 2 h. After completion of the reaction, reaction mixture was quenched with water and extracted with ethyl acetate (3x 150ml). The separated organic layer was washed with water, brine, dried over Na2S04, filtered and concentrated under reduced pressure. It was purified by column chromatography on silica gel (230-400 mesh, 20-25% ethyl acetate in pet ether) to obtain lla (3.6 g, 61%); LC-MS Calculated for CioH2iNO3Si, 231.37, Observed 232.1. 1H 1H NMR (400 MHz, CDCl3): ?5.11 (s, 1H), 4.72-4.66 (m, 1H), 3.86-3.82 (m, 1H), 3.79-3.76 (m, 1H), 3.66-3.62 (m, 1H), 3.58-3.55 (m, 1H), 0.91 (s, 9H), 0.11 (s, 6H).

7517-99-9 5-(Hydroxymethyl)oxazolidin-2-one 10290773, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; BUGWORKS RESEARCH INDIA PVT LTD; PEER MOHAMED, Shahul Hameed; BHARATHAM, Nagakumar; KATAGIHALLIMATH, Nainesh; SHARMA, Sreevalli; NANDISHAIAH, Radha; RAMACHANDRAN, Vasanthi; VENKATARAMAN, Balasubramanian; (221 pag.)WO2018/225097; (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.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, To a mixture of NaBH4 (2.247 g, 59.08 mmol) and LiCI (2.505 g, 59.08 mmol) in EtOH (42 mL), stirring under nitrogen at 0C, was added (35) (7.659 g, 29.54 mmol) in THF (30 mL) dropwise. This mixture was allowed to warm to room temperature and continued stirring for 48 hours. The precipitate was filtered and washed with ethanol. The washings were concentrated and extracted with EtOAc. The organic layer was then washed with brine and dried over anhydrous Na2S04. Column chromatography on SiO2 (1 : 1 EtOAc/Hexanes) was utilized to purify 6.101 g (89%) of the title compound as a white solid.

The synthetic route of 95715-86-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITY OF VIRGINIA PATENT FOUNDATION; WO2005/41899; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

452339-73-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.452339-73-0,(R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

A solution of (5R)-5-(2, 2-DIMETHYL4H-1, 3-BENZODIOXIN-6-YL)-1, 3-OXAZOLIDIN-2-ONE (2.73g) (WO 02/066422) in DMF (25ML) under nitrogen was treated with sodium hydride (60% dispersion in mineral oil, 526mg) and the mixture stirred at 20 for 15MIN. A solution of {4- [(6-BROMOHEXYL) oxy] -1, 1-dimethylbutyl} benzene (4.117g) in DMF (5ml) was added and the mixture was stirred at 20 for 3h. Phosphate buffer solution (pH 6.5, 25ml) and water (50ML) were added and the mixture was extracted with EtOAc. The extract was washed with water and dried (NA2SO4). The solvent was evaporated in vacuo and the residue purified by flash chromatography on silica gel. Elution with EtOAc-cyclohexane (2: 3) gave the title compound (5. 234G). LCMS RT = 4. 10MIN.

The synthetic route of 452339-73-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/37768; (2004); 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.147959-19-1,(S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Triethyl phosphonoacetate (3.6 mL, 17.65 mmol) was added to a stirring solution of the aldehyde 4 (3.58 g,14.71 mmol) followed by the addition of tetrabutylammonium iodide (0.55 g, 10 mol%) and aqueous K2CO3solution (3.0 M, 5.9 mL). The resulting mixture was vigorously stirred at rt for 18 h. It was then diluted withwater (50 mL) and extracted with ether (2 ¡Á 50 mL). The combined organic layer was washed successively withwater (2 ¡Á 75 mL) and brine (75 mL). It was then dried over anhydrous Na2SO4, filtered and the filtrate wasconcentrated under reduced pressure to leave a crude product which on column chromatography on silica gelusing EtOAc in petroleum ether (1:49) provided the alpha, beta-unsaturated ester 5 as a colorless liquid.Yield: 3.96 g, 86%.

147959-19-1, The synthetic route of 147959-19-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Chattopadhyay, Shital Kumar; Sil, Suman; Mukherjee, Jyoti Prasad; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2153 – 2156;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

2346-26-1, Oxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2.90 g (12.99 mmol) of 4′-(2-hydroxyethyl)-3-biphenylcarbonitrile, prepared in step 11.1., 2.7 ml (14.29 mmol) of triethylamine and 0.15 g (1.30 mmol) of 4-dimethylaminopyridine in 30 ml of dichloromethane, cooled with an ice bath, is admixed with 1.1 ml (14.29 mmol) of methanesulphonyl chloride. The mixture is subsequently stirred at ambient temperature for 2 hours. 100 ml of dichloromethane and 30 ml of saturated aqueous sodium chloride solution are added. The organic phase is separated off after settling, dried over sodium sulphate and evaporated to dryness to give 3.5 g of product in the form of an oil. The product is redissolved in 60 ml of tetrahydrofuran, and 1.40 g (13.94 mmol) of 1,3-oxazolidine-2,4-dione and 2.87 ml (23.23 mmol) of 1,1,3,3-tetramethylguanidine are added. The mixture is heated at 70 C. overnight. It is evaporated to dryness. The residue is taken up in a mixture of ethyl acetate and saturated aqueous sodium chloride solution. The organic phase is separated off after settling, dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 60/40 then 50/50 mixture of cyclohexane and ethyl acetate, to give 3.3 g of product in the form of a white solid. Melting point ( C.): 121-123, 2346-26-1

As the paragraph descriping shows that 2346-26-1 is playing an increasingly important role.

Reference£º
Patent; Sanofi-Aventis; US2006/14830; (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.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Step 3: (S)-tert-Butyl 4-((4-cyano-2-fluoro-5-methylphenoxy)methyl)-2,2- dimethyloxazolidine-3-carboxylate (18). The crude reaction mixture of compound 17 was cooled to 0 C. The alcohol 2 (2.0 g, 8.7 mmol) was added followed by the addition of KOlBu (2.2 g, 20 mmol). The mixture was stirred for 3 h at RT. Water was added to quench the reaction. The crude product was extracted with EtOAc. Purification by flash column chromatography gave compound 18 (1.36 g, 43%).

108149-63-9, As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

Reference£º
Patent; EXELIXIS, INC.; XU, Wei; (106 pag.)WO2017/4608; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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

80-65-9, 0.5g (4.9mmol) 3-amino oxazolidinone (Intermediate 2) was added to a 50ml three-necked flask, 25ml dichloromethane and 0.75g (7.4mmol) triethylamine were added, and 1.0g (5.9mmol) 2-(4-fluorophenyl) acetyl chloride was slowly added dropwise at 0C in an ice bath, and then the mixture was stirred at room temperature overnight, the solvent was distilled under reduced pressure, and the residue was recrystallized in ethanol, to get 0.52g white solid (Compound 31), with a yield of 45%. 1H-NMR(400MHz,DMSO)deltappm:10.41(1H,s),7.30(2H,t,J=4.0Hz,J=8.0Hz),7.17(2H, t,J=8.0Hz,J=8.0Hz),4.35(2H,t,J=8.0Hz,J=8.0Hz),3.65(2H,t,J=8.0Hz,J=8.0Hz),3.49(2H, s);EI-MS(m/z): 239.2[M+H]+; m.p. 131-134C.

The synthetic route of 80-65-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; XIAO, Junhai; ZHAO, Mingming; ZHONG, Wu; WANG, Lili; ZHENG, Zhibing; XIE, Yunde; LI, Xingzhou; ZHAO, Guoming; ZHOU, Xinbo; WANG, Xiaokui; CHEN, Wei; EP2952509; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem