Category: 14320-38-8

Application of 14320-38-8 ,Some common heterocyclic compound, 14320-38-8, molecular formula is C5H8O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 1: Intermediate 1 [00819j A solution of the compound cyclopent-3-enol (1.5 g, 17.9 mmol) in 10 mL of DMF was cooled to 0 C and to the mixture was added TBDPSC1 (7.35 g, 26.8 mmol), imidazole (3.6 g, 53.6 mmol) and DMAP (0.2 g, 1.8 mmol) under N2. The mixture was stirred at 28 C under N2 overnight afterwhich itwas quenched through addition of saturated aqueous NaHCO3, extracted with EtOAc, dried and evaporated to dryness. (5.0 g, 87 %). ?H NMR (400 MHz, CDC13): oel.08 (s, 9H), 2.32-2.5 1 (m, 4H), 4.54-4.59 (m, 1H) 5.62 (s, 2H), 7.35-7.46 (m, 6H), 7.68 (dd, 4H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 14320-38-8, Cyclopent-3-enol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; SANOFI; D’AGOSTINO, Laura Akullian; SJIN, Robert Tjin Tham; NIU, Deqiang; MCDONALD, Joseph John; ZHU, Zhendong; LIU, Haibo; MAZDIYASNI, Hormoz; PETTER, Russell C.; SINGH, Juswinder; BARRAGUE, Matthieu; GROSS, Alexandre; MUNSON, Mark; HARVEY, Darren; SCHOLTE, Andrew; MANIAR, Sachin; WO2014/144737; (2014); A1;,
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Electric Literature of 14320-38-8, Adding some certain compound to certain chemical reactions, such as: 14320-38-8, name is Cyclopent-3-enol,molecular formula is C5H8O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 14320-38-8.

Reference Example 1 4-Benzyloxycyclopent-1-ene: To a solution of cyclopent-3-en-1-ol ?cf. J. Org. Chem., 32, 4138[(1967)] (7.00 g) and benzyl bromide (10.5 ml) in dimethylformamide (35 ml) is added gradually 60% sodium hydride (in oil) (3.68 g) with stirring under ice-cooling, and the mixture is stirred at room temperature for 1.5 hour. The reaction mixture is diluted with ethyl acetate and washed with water six times. The ethyl acetate solution thus obtained is dried over anhydrous magnesium sulfate, evaporated to dryness under reduced pressure, and then purified by medium pressure liquid column chromatography (eluent; n-hexane, n-hexane:ethyl acetate–50:1, v/v) to give 4-benzyloxycyclopent-1-ene (11.22 g) as an oily substance. NMR (60 MHz, CDCl3, deltappm): 2.4-2.7 (4H, m), 4.29 (1H, m), 4.46 (2H, s), 5.65 (2H, s), 7.26 (5H, s)

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; Kanebo, Ltd.; US5912247; (1999); A;,
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Synthetic Route of 14320-38-8 , The common heterocyclic compound, 14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Add ieri-butylchlorodiphenylsilane (36.66 g, 133.38 mmol) to 3-cyclopenten-l-ol (10.2 g, 121.26 mmol) and lH-imidazole (18.16 g, 266.77 mmol) in dry DMF (100 mL) drop wise at -20 C. After complete addition, allow the reaction temperature to gradually warm to ambient temperature and stir under nitrogen overnight. Add water, ammonium chloride, and EtOAc to the reaction mixture and stir the mixture for 1 hour. Separate the organic layer and wash with ammonium chloride (5x) until pH is acidic, water (2x), and brine, dry over sodium sulfate, filter, and concentrate under reduced pressure to give the title compound (40.22 g, 93%). ES/MS (m/z): 405.2 (M+2 MeCN+H).

The synthetic route of 14320-38-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; BROOKS, Harold Burns; DALLY, Robert Dean; DURHAM, Timothy Barrett; FALES, Kevin Robert; FRIMPONG, Kwame; MCCOWAN, Jefferson Ray; NJOROGE, Frank George; SHEPHERD, Timothy Alan; SI, Chong; THRASHER, Kenneth Jeff; TOTH, James Lee; WU, Zhipei; (106 pag.)WO2016/89670; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 14320-38-8, Cyclopent-3-enol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Safety of Cyclopent-3-enol, blongs to alcohols-buliding-blocks compound. Safety of Cyclopent-3-enol

Step A(3-cyclopenten-1-yloxy)(1 , 1-dimethylethyl)dimethylsilane[00177] A solution of 3-cyclopenten-l-ol (2.0 g, 23.78 mmol) in DMF (79 ml) was cooled to 0 C and treated by the addition of imidazole (3.56 g, 52,3 mmol) followed by the addition of TBDMSC1 (4.30 g, 28.5 mmol). The reaction mixture was stirred at room temperature overnight, diluted with EtOAc and washed with 5% LiCl (3 ), brine, dried (Na2S04), Filtered, andconcentrated. The crude residue was purified by silica gel chromatography (0-10%EtOAc/Hexanes) to give the title product (5.19 g, 100%).

The synthetic route of 14320-38-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John, G.; CHONG, Pek, Yoke; FANG, Jing; GARRIDO, Dulce, Maria; MAYNARD, Andy; MILLER, John; PATTERSON, Dan; PEAT, Andrew, James; POWERS, Jeremiah; PRICE, Daniel, J.; ROBERTS, Chris; TAI, Vincent; YOUNGMAN, Michael; WO2011/50284; (2011); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, molecular weight is 84.12, as common compound, the synthetic route is as follows.SDS of cas: 14320-38-8

(1) By using 2.2 g of 3-cyclopentenol prepared according to the method described in J. Org. Chem., 25, 26-29 (1960) and 9.2 g of t-butyldiphenylsilyl chloride and by the same procedures as in (1) of the intermediate preparation example 1, there was obtained 8.15 g of 3-cyclopenten-1-yl (t-butyldiphenylsilyl) ether. Yield 97%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14320-38-8, Cyclopent-3-enol, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Company, Limited; US5925676; (1999); A;,
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Electric Literature of 14320-38-8, Adding some certain compound to certain chemical reactions, such as: 14320-38-8, name is Cyclopent-3-enol,molecular formula is C5H8O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 14320-38-8.

Step 1: Toluene-4-sulfonic acid cyclopent-3-enyl ester Cyclopent-3-ene-1-ol (200 mg, 2.38 mmol) was dissolved in pyridine (2.5 ml) and p-toluenesulfonyl chloride (558 mg, 2.92 mmol) was added portionwise at 0 C. After the addition was completed the reaction mixture was stirred at 0 C. for 3 h and then kept in the fridge overnight. Then it was poured into to a mixture of ice and diluted HCl (pH ~5). The solid was filtered off, washed with diluted HCl and dried to obtain the title compound as off-white solid (447 mg, 79%). MS (EI): 256.2 (M+NH4)+.

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; Banner, David; Ceccarelli, Simona M.; Grether, Uwe; Haap, Wolfgang; Hilpert, Hans; Kuehne, Holger; Mauser, Harald; Plancher, Jean-Marc; Sanchez, Ruben Alvarez; US2010/317647; (2010); A1;,
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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. COA of Formula: C5H8O

AddN-pyrimidinylpurine 1a (0.2 mmol), RhCl3?3H2O (0.004 mmol), Cu(OAc)2(0.4 mmol) andcyclopent-3-enol 2k (1.0 mmol) to 2.0 mL of DMF. , three times with carbon monoxide in the Young’s replacement tubeafter filling with carbon monoxide (1 atm), the reaction and after 90 deg.] C oil bath for 10 hours, the reaction was stopped until the reaction was cooled to roomtemperature, add ethyl acetate and saturated brine plurality Wash and extract.The organic phase was dried over anhydrous sodium sulfate and filtered.The solvent was evaporated to dryness, and ethyl acetate / petroleum ether (1:10 to 1:1) was purified by chromatography.The product was a whitesolid with a yield of 80%.

With the rapid development of chemical substances, we look forward to future research findings about 14320-38-8.

Reference:
Patent; Chinese Academy Of Sciences Lanzhou Chemical Physics Institute; Yang Lei; Zhao Kang; Liu Jianhua; Xia Chungu; Du Rongrong; (35 pag.)CN109851608; (2019); A;,
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Reference of 14320-38-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, molecular weight is 84.12, as common compound, the synthetic route is as follows.

To a solution of cyclopent-3-en-1-ol (compound 32a, 5.0 g, 59.4 mmol) in THF (100.0 ml) was added NaH (3.1 g, 77.2 mmol) in portions at 0 oC. The reaction was stirred at the same temperature for 30 minutes, then BnBr (10.2 g, 59.4 mmol) was added dropwise. The reaction was warmed to room temperature and stirred for 12 hours. The reaction was quenched with H2O (300 mL) and extracted with EtOAc twice (200 mL). The combined organic layer was dried over Na2SO4, concentrated to give compound 32b (12.5 g, crude) as a brown oil.

Statistics shows that 14320-38-8 is playing an increasingly important role. we look forward to future research findings about Cyclopent-3-enol.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HU, Taishan; KOU, Buyu; LIN, Xianfeng; LIU, Haixia; ZHANG, Zhisen; (152 pag.)WO2018/11160; (2018); A1;,
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Reference of 14320-38-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, molecular weight is 84.12, as common compound, the synthetic route is as follows.

Cyclopent-3-en-l-ol (10 g, 118.9 mmol) was dissolved in DMF (100 mL) at 0 C, then lH-imidazole (17.29 mL, 261.5 mmol) was added followed by tert- butyl(chloro)dimethylsilane (21.5 g, 142.7 mmol) and warmed up to r.t.. The mixture was stirred at r.t. for 14 h, diluted with EtOAc (300 mL) and washed with 5 % LiCl (2x 100 mL), brine (50 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by flash column chromatography (Si02, 0-10% EtOAc in hexanes) to afford 17.2 g (73 %) of the title product as a colourless clear liquid. 1H NMR (250 MHz, CDC13) delta ppm 5.66 (s, 2H), 4.53 (tt, J 7.0, 3.6 Hz, 1H), 2.57 (dd, J 15.2, 6.8 Hz, 2H), 2.27 (dd, J 15.3, 3.6 Hz, 2H), 0.89 (s, 9H), 0.06 (s, 6H).

The chemical industry reduces the impact on the environment during synthesis 14320-38-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; UCB BIOPHARMA SPRL; ALEXANDER, Rikki, Peter; BRACE, Gareth, Neil; BROWN, Julien, Alistair; CALMIANO, Mark, Daniel; CHOVATIA, Praful, Tulshi; DELIGNY, Michael; GALLIMORE, Ellen, Olivia; HEER, Jag, Paul; JACKSON, Victoria, Elizabeth; KROEPLIEN, Boris; MAC COSS, Malcolm; QUINCEY, Joanna, Rachel; SABNIS, Yogesh, Anil; SWINNEN, Dominique, Louis, Leon; ZHU, Zhaoning; WO2015/86526; (2015); A1;,
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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. Recommanded Product: Cyclopent-3-enol

To a dry, argon purged three-neck round bottom flask (1000 mL) were added anhydrous dichloromethane (100 mL) and Et2Zn (28 mL, 273 mmol) at 0 C. (CAUTION: Source of argon can not be from needle. Use appropriate glass adapter only. A second bubbler can also be attached to the flask to prevent excessive pressure build up.) Cyclopenten-3-ol (10.0 mL, 119 mmol) was then added dropwise (large quantity of ethane gas was produced) to the flask and the reaction mixture was allowed to stir until the evolution of gas had ceased. Diiodomethane (22 mL, 242 mmol) was then added dropwise over a period of 30 minutes. The reaction was allowed to warm to room temperature and continued to stir overnight under a positive flow of argon, at which point TLC analysis had indicated complete disappearance of the starting alcohol. The reaction was then diluted with CH2Cl2 and quenched with 2M HCl (white precipitate should be completely dissolved). The biphasic mixture was poured into a reparatory funnel and the organic layer was collected. The solvent was removed under reduced pressure until 100 mL of material containing compound 301 remained.

With the rapid development of chemical substances, we look forward to future research findings about 14320-38-8.

Reference:
Patent; GILEAD SCIENCES, INC.; Delaney, William E.; Link, John O.; Mo, Hongmei; Oldach, David W.; Ray, Adrian S.; Watkins, William J.; Yang, Cheng Yong; Zhong, Weidong; US2013/273005; (2013); A1;,
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