Category: 78888-18-3

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 78888-18-3, name is tert-Butyl allylcarbamate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl allylcarbamate

Tert-butyl N-(2-oxiranylmethyl)carbamate was synthesized according to the method of Rocheblave (30). 1 g (6 mmol, 1 equiv) of N-t-BOC protected 3 was dissolved in 50 mL dry CH2Cl2. The solution was brought to 0 C. and kept cold upon addition or 2.8 g (12 mmol, 2 equiv) MCPBA. The solution was then brought to room temperature and stirred overnight.About half of the reaction mixture was taken and diluted with additional 80 mL of CH2Cl2. The solution was washed with 10% Na2SO3, followed by washing with saturated NaHCO3 3 times, and finally by washing with water. The organic layer was dried over Na2SO4 and concentrated in vacuo, yielding crude epoxide 4. By 1H NMR, approximately 85% yield was achieved.1H NMR (400 MHz, CDCl3): delta 1.44 (s, 9H), 2.59-2.78 (brm, 2H), 3.04-3.54 (m, 3H), 4.75 (brs, 1H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; University of Southern California; US2008/312440; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 78888-18-3, name is tert-Butyl allylcarbamate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl allylcarbamate

Tert-butyl N-(2-oxiranylmethyl)carbamate was synthesized according to the method of Rocheblave (30). 1 g (6 mmol, 1 equiv) of N-t-BOC protected 3 was dissolved in 50 mL dry CH2Cl2. The solution was brought to 0 C. and kept cold upon addition or 2.8 g (12 mmol, 2 equiv) MCPBA. The solution was then brought to room temperature and stirred overnight.About half of the reaction mixture was taken and diluted with additional 80 mL of CH2Cl2. The solution was washed with 10% Na2SO3, followed by washing with saturated NaHCO3 3 times, and finally by washing with water. The organic layer was dried over Na2SO4 and concentrated in vacuo, yielding crude epoxide 4. By 1H NMR, approximately 85% yield was achieved.1H NMR (400 MHz, CDCl3): delta 1.44 (s, 9H), 2.59-2.78 (brm, 2H), 3.04-3.54 (m, 3H), 4.75 (brs, 1H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; University of Southern California; US2008/312440; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 78888-18-3, name is tert-Butyl allylcarbamate, molecular formula is C8H15NO2, 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. category: amides-buliding-blocks

Sodium hydride (768 mg of 60% dispersion in mineral oil, 19.2 mmol) was washed twice with 15 mL portions of hexane and suspended in 15 mL anhydrous THF. Reaction mixture was cooled to 0C and tert-butyl allylcarbamate (1.0 g, 6.4 mmol) was added dropwise. Reaction mixture was warmed up to room temperature and stirred under argon for 30 min. Reaction mixture was cooled to 0C and freshly distilled ethyl iodide (1.02 mL, 12.8 mmol) was added dropwise. Reaction mixture was allowed to warm up to room temperature overnight, and it was then cooled to 0C and quenched with saturated ammonium chloride solution. The layers were separated and aqueous layer was extracted with Et2O. Organics were combined and washed with saturated NaCl solution, dried over MgSO4 and concentrated under reduced pressure. Crude reaction mixture was purified by flash column chromatography (hexanes:EtOAc 4:1) to give 1.0g (85%) of the title compound as a colorless oil. IR (neat) 3083, 3010, 2979, 2933, 2249, 1682 cm-1; 1H NMR (300 MHz, CDCl3): delta [ppm] 1.03-1.07 (t, 3H, J=7.1 Hz), 1.42 (s, 9H), 3.20 (br m, 2H), 3.77 (br m, 2H), 5.05-5.11 (m, 2H), 5.68-5.81 (m, 1H); 13C NMR (75 MHz, CDCl3): delta [ppm] 12.59, 27.55, 40.39, 48.19, 78.31, 115.10, 133.67, 154.46; m/z (relative intensity) 185(1), 129(25), 112(9), 84(10), 70(30), 57(100), 41(65), 29(25). Anal.Calcd. for C10H19NO2: C, 64.83; H, 10.34; O, 17.24. Found: C, 64.67; H, 10.60; O, 17.31.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 78888-18-3, its application will become more common.

Reference:
Article; McMills, Mark C.; Humes, Ross J.; Pavlyuk, Oksana M.; Tetrahedron Letters; vol. 53; 7; (2012); p. 849 – 851;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 78888-18-3, The chemical industry reduces the impact on the environment during synthesis 78888-18-3, name is tert-Butyl allylcarbamate, I believe this compound will play a more active role in future production and life.

(20 g, 127.39 mmoL)Soluble in N,N-dimethylformamide (100mL),Sodium hydride (7.6g, 60%, 191.08mmoL)After treatment with n-hexane,Add N,N-dimethylformamide (400 mL),Under the protection of nitrogen,Add dropwise to the reaction solution at 0 C, and stir at 0 C for 30 minutes.The reaction was continued for 20 minutes at room temperature.Bromopropyne (30.3g, 245.78mmoL) was added dropwise under ice bath.Stir at 0 C for 30 minutes. The reaction solution was slowly added to crushed ice to treat excess sodium hydride.Extracted with ethyl acetate (100 mL ¡Á 3),The organic phases were combined and washed with saturated brine (100 mL¡Á3).Dry over anhydrous sodium sulfate, filter,The filtrate was concentrated under reduced pressure.The residue was purified by silica gel column chromatography ( petroleum ether / ethyl acetate (v/v) = 100:1 – 50:1) to afford(21 g, yield 85%).

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, tert-Butyl allylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Feng Jianchuan; Peng Fei; Chen Qingping; (45 pag.)CN105085530; (2019); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

78888-18-3, The chemical industry reduces the impact on the environment during synthesis 78888-18-3, name is tert-Butyl allylcarbamate, I believe this compound will play a more active role in future production and life.

A degassed suspension of Example 294E (2.50 g, 4.51 mmol), Example 314A (2.62 g, 5.87 mmol), and potassium fluoride (0.340 g, 5.87 mmol) in toluene (45 mL) was treated with Pd(PPh3)4 (0.360 g, 0.316 mmol), degassed twice more, and then heated to 115 C. for 14 hours. The suspension was cooled to room temperature and the solvent was removed under reduced pressure. The resulting solid was triturated with ethanol/dichloromethane (10:1) (100 mL) and collected by vacuum filtration provide the desired product (2.3 g, 90%). LCMS (Thermoquest AQA single-quad MS, Genesis C18 column, 3 ?m particle size, 33?4.6 mm; 70% 50 mM ammonium acetate in water to 95% acetonitrile over 6 min, 0.8 to 0.5 mL/min); MS m/e 584.6 (M+H)+, Rt=4.1 minutes; 1H NMR (DMSO-d6, 400 MHz) ? 9.51 (s,1H), 7.99 (d, J=8.0 Hz,1H), 7.95 (s, 1H), 7.70 (d, J=8.0 Hz, 1H), 7.63 (s, 1H), 7.58 (d, J=8.4 Hz, 1H), 7.35 (s, 1H), 7.32 (d, J=8.4 Hz, 1H), 7.21 (d, J=1.5 Hz, 1H), 7.15 (dd, J=7.8 Hz, 7.0 Hz, 1H), 7.08 (dd, J=8.0 Hz, 1.9 Hz, 1H), 6.58 (d, J=16.2 Hz, 1H), 6.21 (td, J=16.2 Hz, J=5.5 Hz, 1H), 5.65 (br s, 1H), 4.04 (s, 3H), 3.91 (s, 3H), 3.80 (br m, 2H), 1.42 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl allylcarbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Betschmann, Patrick; Burchat, Andrew; Calderwood, David; Curtin, Michael L.; Davidsen, Steven K.; Davis, Heather M.; Frey, Robin R.; Heyman, Howard R.; Hirst, Gavin; Hrnciar, Peter; Michaelides, Michael; Rafferty, Paul; US2005/20619; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

78888-18-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 78888-18-3, name is tert-Butyl allylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of N-tert-butoxycarbonyl prop-2-enylamine 2A(20 g, 127.39 mmoL) was dissolved in Nu, Nu-dimethylformamide (100 mL), sodium sulphate(7.6 g, 60 / , 191.08 mmoL) was treated with n-hexane and then added with N, N-dimethylformamide (400 mL) and added dropwise to the reaction solution at 0 C under nitrogen C for 30 minutes, and the reaction was continued at room temperature for 20 minutes.A mixture of proparagyl bromide (30.3 g, 245.78 mmoL) was added dropwise to the ice bath and the mixture was stirred at 0 C for 30 minutes. The reaction solution was slowly added to crushed ice to deal with excess sodium hydride, extracted with ethyl acetate (100 mL chi3), the organic phases were combined and washed with saturated brine (100 mL x 3), dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure The The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate (nu / nu) = 100: 1 to 50: 1) to give yellow liquid 2B (21 g, yield 85%).

The synthetic route of 78888-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; FAN, JIANG; FENG, JIAN-CHUAN; PENG, FEI; CHEN, QING-PING; (89 pag.)TW2017/8224; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics