A new synthetic route of Cyclopent-3-enol

According to the analysis of related databases, 14320-38-8, the application of this compound in the production field has become more and more popular.

Electric Literature of 14320-38-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 14320-38-8, name is Cyclopent-3-enol. This compound has unique chemical properties. The synthetic route is as follows.

Cyclopent-3-enol (2.1 g, 24.97 mmol) was dissolved in CH2CI2 (30 ml,). TIPS-Cl (10.58 mL, 49.9 mmol) was added, followed by imidazole (3.40 g, 49.9 mmol). The mixture was stirred at room temperature for 2 days. White solid was filtered out and washed with small amount of DCM. The organic solution was evaporated and the residue was purified by silica gel chromatography (80 g silica gel column, 0-50% EtOAc/hexane gradient). Removing solvent gave (cyclopent-3-en-l -y]oxy)triisopropylsilane (4.92 g, 20.46 mmol, 82 % yield) as a colorless oil. NMR (400 MHz, CDCb): delta ppm 5.67 (2 H, s), 4.63 (1 H, t, ./ 3.63 Hz), 2.62 (2 H, dd, ./ 14.97. 6.82 Hz), 2.20 – 2.45 (2 H, m), 1.00 – 1.13 (21 H, m).

According to the analysis of related databases, 14320-38-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; FU, Qinghong; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (184 pag.)WO2018/13770; (2018); A1;,
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Sources of common compounds: 14320-38-8

According to the analysis of related databases, 14320-38-8, the application of this compound in the production field has become more and more popular.

Electric Literature of 14320-38-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred ice-cooled solution of 3-cyclopentene-1-oi (3.60 rnL, 42.8mrnol) in DCM (80 mL) was added iniidazole, 99-F%, crystalline (6.70 g, 98mmoi) followed by slow addition of tert-butvidimethvisilvi chloride, 1.0 Msolution in dichioroinethane (47.1 mE, 47.1 mrnoi) via a syringe. The resultingmixture was stirred at 0 C for 0.5 h and at ambient temperature overnight (16 h).The reaction was poured into ice water and extracted with DCM (3 X). Thecombined organics were washed with brine (1 X), dried over anhydrous sodiumsulfate and concentrated in vacuo. The crude residue was purified by silica gelchromatography (EtOAc/1-Iexanes. 5 mm at 0 % and 30 mm from 0 to 10 %. 80 g ISCO silica gel column) to give tert-butyl (cy ciopent-3-en- 1 -yloxy)dimethyisiiane in nearly quantitative yield as a colorless liquid, taken directly onto the next step.

According to the analysis of related databases, 14320-38-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; BROWN, Sean P.; BEDKE, David Karl; DEGRAFFENREID, Michael R.; FU, Jiasheng; LI, Zhihong; GONZALEZ LOPEZ DE TURISO, Felix; GONZALEZ BUENROSTRO, Ana; GRIBBLE, Jr., Michael W.; JOHNSON, Michael G.; KOHN, Todd J.; LI, Kexue; LI, Yunxiao; LIZARZABURU, Mike Elias; REW, Yosup; TAYGERLY, Joshua; WANG, Yingcai; YAN, Xuelei; YU, Ming; ZHU, Jiang; ZANCANELLA, Manuel; JIAO, Xian Yun; ZHU, Liusheng; WANG, Xianghong; MEDINA, Julio C.; DUQUETTE, Jason A.; HOUZE, Jonathan B.; VIMOLRATANA, Marc; CARDOZO, Mario G.; CHENG, Alan C.; (2426 pag.)WO2017/147410; (2017); A1;,
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