Analyzing the synthesis route of 51677-09-9

The synthetic route of 51677-09-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51677-09-9,Methyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

51677-09-9, To a solution of 1-2 (1.0 g, 4.9 mmol) in MeOH (10 mL) was added sodium hydroxide solution (20 mL, 4 M). The reaction mixture was stirred at room temperature for 2 hours and concentrated under reduced pressure to remove MeOH. The aqueous phase was acidified with aqueous HCl (1 M) till pH=3 and the mixture was extracted with EtOAc, dried with anhydrous Na2SO4, filtered and concentrated to give the crude product. The crude product was purified by silica gel chromatography eluted to give product 1-2 (0.7 g, 79.5%). MS m/z [ESI]: 190.0 [M+1].

The synthetic route of 51677-09-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUZHOU SINOVENT PHARMACEUTICALS CO., LTD.; WANG, Yonghui; ZHU, Yan; ZHOU, Juan; GAO, Yujun; WANG, Shiqun; WANG, Dong; LIU, Wandeng; SHEN, Ximing; HONG, Binbin; LIU, Tao; WU, Yaodong; LI, Chunqi; (35 pag.)US2018/271846; (2018); A1;,
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Downstream synthetic route of 51677-09-9

As the paragraph descriping shows that 51677-09-9 is playing an increasingly important role.

51677-09-9,51677-09-9, Methyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of substrate 1 (1.0 equiv) in THF (0.2 M) was added Grignardreagent (5.0 equiv) or organolithium reagent (2.0 or 3.0 equiv) at -78 C and the resulting solution wasstirred at the same temperature under Ar. After the substrate 1 was consumed or the reaction did not proceedany more (judged by TLC), sat. NH4Cl aq. was added to the reaction mixture and the resultingsolution was warm to rt and extracted with AcOEt. The combined organic layer was dried overNa2SO4 and concentrated in vacuo. The crude product was purified by flash column chromatography onsilica gel.p-Fluorophenylmagnesium chloride was prepared form p-fluoroiodobenzene and iPrMgCl according to theliterature.4Organolithium reagents were prepared by adding n-butyl lithium (hexane solution, 1.0 equiv) to a solution ofalkyne (1.1 equiv) in THF (0.8M) at -78 C and stirring at rt for 1 h.

As the paragraph descriping shows that 51677-09-9 is playing an increasingly important role.

Reference£º
Article; Murai, Kenichi; Miyazaki, Shuji; Fujioka, Hiromichi; Tetrahedron Letters; vol. 53; 29; (2012); p. 3746 – 3749;,
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Brief introduction of 51677-09-9

The synthetic route of 51677-09-9 has been constantly updated, and we look forward to future research findings.

51677-09-9,51677-09-9, Methyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of substrate 1 (1.0 equiv) in THF (0.1 M) was added Grignardreagent (10 equiv) at -78 C and stirred at the same temperature under Ar. After the substrate 1 wasconsumed or the reaction did not proceed any more (judged by TLC), sat. NH4Cl aq. at -78 C was added tothe reaction mixtures and the resulting solution was extracted with AcOEt. The combined organic layerwas dried over Na2SO4 and concentrated in vacuo. The ratio of substrate 1, ketone 2, and tertiaryalcohol 3 was determined by 1H NMR spectrum of crude reaction mixtures.Tertiary alcohol 3ab-3db was prepared by the reaction of substrate 1 and Grignard reagent at rt.

The synthetic route of 51677-09-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Murai, Kenichi; Miyazaki, Shuji; Fujioka, Hiromichi; Tetrahedron Letters; vol. 53; 29; (2012); p. 3746 – 3749;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Some tips on 51677-09-9

51677-09-9 Methyl 5-phenylisoxazole-3-carboxylate 905953, aIsoxazoles compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51677-09-9,Methyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,51677-09-9

General procedure: To a stirred solution of substrate 1 (1.0 equiv) in THF (0.1 M) was added Grignardreagent (10 equiv) at -78 C and stirred at the same temperature under Ar. After the substrate 1 wasconsumed or the reaction did not proceed any more (judged by TLC), sat. NH4Cl aq. at -78 C was added tothe reaction mixtures and the resulting solution was extracted with AcOEt. The combined organic layerwas dried over Na2SO4 and concentrated in vacuo. The ratio of substrate 1, ketone 2, and tertiaryalcohol 3 was determined by 1H NMR spectrum of crude reaction mixtures.Tertiary alcohol 3ab-3db was prepared by the reaction of substrate 1 and Grignard reagent at rt.

51677-09-9 Methyl 5-phenylisoxazole-3-carboxylate 905953, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Article; Murai, Kenichi; Miyazaki, Shuji; Fujioka, Hiromichi; Tetrahedron Letters; vol. 53; 29; (2012); p. 3746 – 3749;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Analyzing the synthesis route of 51677-09-9

The synthetic route of 51677-09-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51677-09-9,Methyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

51677-09-9, 9-B. Methyl 4-bromo-5-phenylisoxazole-3-carboxylate; [00180] A solution of methyl 5-phenylisoxazole-3-carboxylate (100 mg, 0.492 mmol) and N-bromosuccinimide (119 mg, 0.669 mmol) in 5% fuming nitric acid in acetic acid (2 mL) was heated to 150 0C for 10 minutes via microwave. The reaction mixture was concentrated and purified by silica gel chromatography with hexanes/ethyl acetate (10/1) to afford methyl 4-bromo-5-phenylisoxazole-3- carboxylate (108 mg). The compound had an HPLC ret. time = 3.21 min. – Column: YMC S5 COMBISCREEN 4.6X50 mm; Gradient time: 4 min; Flow rate = 4 ml/min; Solvent A = 10% MeOH – 90% Water – 0.2% H3PO4; Solvent B = 90% MeOH – 10% water – 0.2% H3PO4; Start % B = O; Final % B = 100. LC-MS: M+1 = 284+.

The synthetic route of 51677-09-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott, Hunter; DYCKMAN, Alaric, J.; PITTS, William, J.; SPERGEL, Steven, H.; WO2010/85581; (2010); A1;,
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Brief introduction of 51677-09-9

The synthetic route of 51677-09-9 has been constantly updated, and we look forward to future research findings.

51677-09-9, Methyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,51677-09-9

General procedure: Ester (1 eq.)was dissolved in methanol and cooled down to 0 C.NaBH4 (4 eq.) was added in small portions to the solution over10 min. The mixturewaswarmed slowly to 50 C and stirred for 5 h.NH4Cl aqueous solution was added and the organic solvent wasremoved under reduced pressure. The resulting aqueous layer wasextracted with ethyl acetate (3 x ), and the organic layers werecombined and dried over Na2SO4, and the solvents was removedunder reduced pressure. This hydroxyl intermediate was used forthe next step without further purification.

The synthetic route of 51677-09-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ye, Jiqing; Yang, Xiao; Xu, Min; Chan, Paul Kay-sheung; Ma, Cong; European Journal of Medicinal Chemistry; vol. 182; (2019);,
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New learning discoveries about 51677-09-9

As the paragraph descriping shows that 51677-09-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51677-09-9,Methyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

51677-09-9, EXAMPLES 32 TO 34General Reaction Sequence[00350] To diisopropylamine (0.04 mL, 0.314 mmol) in THF was added a solution of butyllithium (2.6 M in hexanes, 0.12 mL, 0.314 mmol) at 0 C and stirred for 30 mins. at 0 C. To the reaction mixture was added 6-methoxy-3,4-dihydronaphthalen-l(2H)-one oxime (Intermediate 2) (30 mg, 0.157 mmol) dissolved in 0.5 mL of THF at 0 C and stirred for 30 mins. The corresponding ester (0.102 mmol, 0.65 eqv.) in 0.5 mL of THF was added at 0 C and stirred at room temperature for 40 mins. To the reaction mixture was then added 0.1 mL of concentrated sulfuric acid at 0 C and stirred for 1 h at room temperature. The reaction was monitored by LCMS and when complete conversion to the product was observed, the reaction mixture was concentrated, water added (2 mL) and extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulphate and concentrated to give the crude isoxazole derivative.[00351] To the crude isoxazole derivative was added 0.5 mL of dichloromethane followed by 3 mL of boron tribromide in dichloromethane at 0 C and stirred for 5 h at room temperature. The reaction mixture was quenched with methanol (2 mL) and concentrated. The residue was purified by Prep HPLC (XBridge, 19 x 100, 5u, 20 min. gradient; Solvent A: 10 mM NH4OAc, Solvent B: MeOH) to afford products shown in Table 1. The following esters were employed in the synthesis of final products employing this protocol.

As the paragraph descriping shows that 51677-09-9 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; DHAR, T.G. Murali; XIAO, Hai-Yun; WATTERSON, Scott Hunter; KO, Soo S.; DYCKMAN, Alaric J.; LANGEVINE, Charles M.; DAS, Jagabandhu; CHERNEY, Robert J.; WO2011/59784; (2011); A1;,
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