Tag: M.W=0-100

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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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. 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. A new synthetic method of this compound is introduced below., Quality Control of 1-Amino-2-methylpropan-2-ol

Example 82N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,7-dimethyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamideN-(2-Formyl-1,7-dimethyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide (300 mg) obtained in Reference Example 66, 1-amino-2-methylpropan-2-ol (102 mg) and acetic acid (1.53 mL) were added to N,N-dimethylacetamide (5 mL), and the mixture was stirred at room temperature for 1 hr.Sodium triacetoxyborohydride (324 mg) was added, and the mixture was stirred at room temperature for 21 hr. 8N Aqueous sodium hydroxide solution (3.82 mL) was added dropwise at 0°C.The mixture was extracted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, purified by silica gel column chromatography [eluent; ethyl acetate_methanol=100:0 (volume ratio)?methyl acetate_methanol=60:40 (volume ratio)], and crystallized from ethyl acetate and diisopropyl ether to give the title compound (289 mg, yield 81percent) as a beige solid.1H NHR (300 MHz, DMSO-d6) delta: 1.10 (6 H, s), 1.59 – 2.10 (4 H, m), 2.46 (2 H, s), 2.55 (3 H, s), 3.65 – 3.74 (1 H, m), 3.76 – 3.85 (1 H, m), 3.87 (2 H, s), 3.96 – 4.12 (5 H, m), 4.13 – 4.25 (2 H, m), 6.29 (1 H, s), 6.82 (1 H, d, J=8.3 Hz), 7.05 (2 H, d, J=8.7 Hz), 7.26 (1 H, d, J=8.3 Hz), 7.98 (2 H, d, J=8.7 Hz), 9.80 (1 H, s).melting point: 197-200°Celemental analysis (C27H35N3O4*0.2H2O)Calculated: C, 69.12; H, 7.60; N, 8.96.Found: C, 69.06; H, 7.41; N, 8.83.

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Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2522657; (2012); A1;,
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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. 14320-38-8, name is Cyclopent-3-enol. A new synthetic method of this compound is introduced below., COA of Formula: C5H8O

Cyclopent-3-en-1-ol (10 g, 119 mmol, commercially available from, for example, Fluorochem) was dissolved in a mixture of DMF (100 mL) and THF (50 mL) and cooled in an ice bath under nitrogen, then NaH (60% suspension in mineral oil, 5.71 g, 143 mmol) was added in small portions and the mixture stirred for 30 min, before addition of MeI (9.66 mL, 155 mmol). The resulting suspension was stirred at 0 C for 2 h, then added to water (500 mL) and extracted with ether (500 mL). The organic layer was washed with water (2 x 200 mL) and brine (200 mL), dried and evaporated in vacuo to give the desired product as a pale yellow liquid, which was carried through to subsequent reactions without further purification. (0571) 1H NMR (400 MHz, CDCl3) delta ppm 5.61 – 5.82 (m, 2 H) 4.13 (dt, J=6.72, 3.48 Hz, 1 H) 3.35 (s, 3 H) 2.59 (dd, J=15.77, 6.72 Hz, 2 H) 2.32 – 2.47 (m, 2 H)

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Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LIWICKI, Gemma Michele; LUCAS, Simon Christopher Cranko; PRESTON, Alexander G; SEAL, Jonathan, Thomas; WALL, Ian David; WATSON, Robert J; (0 pag.)WO2018/158212; (2018); A1;,
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Application 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 an ice-cooled solution of 4-hydroxycyclopentene (50.0 g, 0.594 mol) and imidazole (80.9 g, 1.19 mol) in N,N-dimethylformamide (300 mL) was slowly added tert-butyldiphenylsilyl chloride (180 g, 0.65 mmol). The reaction mixture was warmed to room temperature. After 16 h, the reaction mixture was diluted with water (1 L) and ethyl acetate (500 mL). The aqueous layer was extracted with ethyl acetate (2*200 mL). The combined organics were washed sequentially with water (3*300 mL) and saturated aqueous sodium chloride solution (2*200 mL). The collected organic was dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by flash column chromatography (15:1 petroleum ether/ethyl acetate) provided tert-butyl(cyclopent-3-en-1-yloxy)diphenylsilane (188 g, 98%) as a colorless oil. 1H NMR (400 MHz, CDCl3): delta 7.69-7.66 (m, 4H), 7.43-7.38 (m, 6H), 5.63-5.60 (m, 2H), 4.58-4.53 (m, 1H), 2.46-2.38 (m, 4H), 1.61 (s, 9H).

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; GENENTECH, INC.; Siu, Michael; Estrada, Anthony; Liu, Wen; Lyssikatos, Joseph P.; Patel, Snahel; Liang, Guibai; Chen, Kevin; US2015/175619; (2015); A1;,
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Related Products of 110-73-6, 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 110-73-6, name is 2-(Ethylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

Step -1: Synthesis of Compound 2: TBSCI ^ 0C-rt, 30 min <, [0094] Alcohol (8,92 mmol) was added into a round bottom flask followed by OT (36 rriL) and cooled to 0 (. Imidazole ( 1 .04 mmol) was added and allowed to stir for 5 minutes. FBSCi (8,92 mmol) was added in portion wise and continued the stirring for 30 min. The reaction was quenched with 20 niL water. Organic layer was separated and dried over anhydrous ajSO* Concentration in vacuo and purification by flash column chromatography gave silyi ether 2. While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 110-73-6, 2-(Ethylamino)ethanol. Reference:
Patent; KANDULA, Mahesh; WO2013/168023; (2013); A1;,
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Synthetic Route of 16545-68-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 16545-68-9 as follows.

[000296j Compounds 5-bromo-2-fluoropyridine (25.0 g, 0.12 mol) and cyclopropanol (02, 10.4 g, 0.18 mol) were dissolved in NMP (100 mL) and treated with potassium tertbutoxide (180 mL, lMsolution in THF, 0.18 mol) at 0 C. The solution became dark and cloudy, and warmed. After 30 mm, the reaction mixture was partitioned between ethyl acetate and petroleum ether (500 mL, 1/1 v/v) and water (500 mL). The organic layer was separated, washed with water and 5% aq. LiC1, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified with silica gel column chromatography (ethyl acetate in petroleum ether, 10% v/v) to furnish Compound 03. ?H-NMR (CDC13, 400 MHz) major characteristic peaks: (5(ppm) 0.74-0.81 (m, 4H), 4.13-4.18 (m, 1H), 6.88 (d, J= 8.8 Hz, 1H), 7.66 (dd, J 8.8, 2.4 Hz, 1H), 8.26 (d, J 2.4 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16545-68-9, its application will become more common.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; WO2015/65937; (2015); A1;,
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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. 1072-52-2, name is 2-(Aziridin-1-yl)ethanol. A new synthetic method of this compound is introduced below., Quality Control of 2-(Aziridin-1-yl)ethanol

Example 19 (Scheme 14): Preparation of 2-[(2-bromoethyl)-2-[[[2-(beta-D- gulopyranosyloxy)ethyl] amino] carbonyl] -4.6-dinitroanilino] ethyl methanesulfonate(48); Reaction of 37 as in Scheme 14, and chromatography on silica gel, eluting with EtOAc/petroleum ether (2:1) gave a product that was precipitated from a CH2Cl2 solution with i-Pr2O to give 2-[(2-bromoethyl)-2,4-dinitro-6-[[[2,3,4,6-tetra-O-acetyl-beta-D- gulopyranosyl)oxy] ethyl] amino] carbonyl] anilino] ethyl methanesulfonate (47) (2.04 g, 82%) as a yellow solid: mp 70-73 0C; 1H NMR [(CD3)2SO] delta 8.84 (t, / = 5.5 Hz, 1 H), 8.75 (d, / = 2.8 Hz, 1 H), 8.31 (dj = 2.8 Hz, 1 H), 5.27 (d, J = 3.2 Hz, 1 H), 5.17 ‘(ddj = 10.4, 3.5 Hz, 1 H), 4.99 (ddj = 10.3, 8.0 Hz, 1 H), 4.78 (dj = 8.0 Hz, 1 H), 4.28 (tj = 5.4 Hz, 1 H), 4.22 (tj = 6.5 Hz, 1 H), 4.11-3.99 (m, 2 H), 3.94-3.84 (m, 1 H), 3.77-3.68 (m, 1 H), 3.63-3.37 (m, 8 H), 3.13 (s, 3 H), 2.13 (s, 3 H), 2.01 (s, 3 H), 1.97 (s, 3 H), 1.92 (s, 3 H. 13C NMR [(CD3)2SO] delta 169.8, 169.7, 169.4, 169.1, 165.4, 145.8, 145.3, 140.8, 135.8, 127.4, 122.3, 100.1, 70.2, 69.9, 68.5, 67.4, 67.3 (2), 61.2, 54.3, 51.1, 39.4, 36.4, 29.7, 20.4, 20.3, 20.2 (2).

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Reference:
Patent; AUCKLAND UNISERVICES LIMITED; WO2008/30112; (2008); A1;,
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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. 109-83-1, name is 2-(Methylamino)ethanol, the common compound, a new synthetic route is introduced below. Quality Control of 2-(Methylamino)ethanol

15.1 A solution of 20.0 g (266.3 mmol) of 2-(methylamino)ethanol was dissolved in 100 mL of CH2Cl2 and treated first with 74.23 mL (532.54 mmol, 2 eq) of Et3N then with 33.8 mL (239.64 mmol, 0.9 eq) of benzylchloroformate within a period of 1.5 h at RT. The reaction was partitioned between Et2O (*3)/aqueous 10% KHSO4 (*2), dried over Na2SO4 and evaporated to yield 37.93 g (68%) of (2-hydroxy-ethyl)-methyl-carbamic acid benzyl ester, MS: 210 (MH+).

The synthetic route of 109-83-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ackermann, Jean; Aebi, Johannes; Dehmlow, Henrietta; Hirth, Georges; Maerki, Hans-Peter; Morand, Olivier; Panday, Narendra; US2005/65210; (2005); A1;,
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Reference of 109-83-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 109-83-1 as follows.

To a solution of 2,6-dibromobenzaldehyde (12 g, 45.5 mmol) in MeOH (120 mL)was added NaBH4 (1.89 g, 50.0 mmol) portionwise.The mixture was stirred at roomtemperature for 1 h, quenched slowly with sat. NH4C1, and extracted with EtOAc. The combined organics were washed with brine, dried over Na2SO4 and concentrated to give the title compound. ?H NMR (400 MHz, CDC13) oe 7.55 (d, J= 7.9 Hz, 1H), 7.02 (t, J= 7.9 Hz, 1H), 5.00 (d, J 6.6 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-83-1, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHANG, Hongjun; BARR, Kenneth, Jay; LAPOINTE, Blair, T.; GUNAYDIN, Hakan; LIU, Kun; TROTTER, B., Wesley; (67 pag.)WO2017/75185; (2017); A1;,
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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. 110-73-6, name is 2-(Ethylamino)ethanol. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(Ethylamino)ethanol

Reference Example 19 tert-Butyl ethyl(2-hydroxyethyl)carbamate (0438) (0439) To a mixture of 2-(ethylamino)ethanol (8.91 g) and ethyl acetate (100 mL) was added di-tert-butyl dicarbonate (21.8 g) under ice-cooling. After stirring at room temperature for 3 days, the mixture was washed with saturated brine (100 mL), and dried over anhydrous magnesium sulfate. Concentration under reduced pressure gave the title compound (19.0 g) as a colorless oil. (0440) 1H-NMR (CDCl3): 1.11 (3H, t, J=7.0 Hz), 1.47 (9H, s), 3.27 (2H, q, J=7.0 Hz), 3.37 (2H, t, J=5.2 Hz), 3.73 (2H, q, J=5.2 Hz).

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Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; AKIYAMA, Yohko; KURASAWA, Takashi; BANDO, Hiroto; NAGAHARA, Naoki; (88 pag.)US2016/128945; (2016); A1;,
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