Month: June 2021

Application of 133803-81-3, 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. 133803-81-3, name is tert-Butyl 3-(2-(2-hydroxyethoxy)ethoxy)propanoate, molecular formula is C11H22O5, 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.

DIAD (730 muL, 3.60 mmol) was added dropwise to a stirred solution of 3-methoxy-5-nitrophenol (510 mg, 2.99 mmol), tert-butyl 3-(2-(2-hydroxyethoxy)ethoxy)propanoate (700 mg, 2.99 mmol) and triphenylphosphine (950 mg, 3.59 mmol) in THF (4 mL) at 0-5 C. The reaction was allowed to warm to rt and stirred at this temperature overnight. The reaction mixture was concentrated in vacuo. The crude product was purified by chromatography on silica gel (80 g column, 0-100% EtOAc in isohexane) to afford the sub-title compound (1.13 g) as a yellow oil, which solidified on standing. The product was used in the next without further purification. 1H NMR (400 MHz, DMSO-d6) delta: 7.34-7.32 (m, 2H), 6.98 (t, 1H), 4.21-4.19 (m, 2H), 3.85 (s, 3H), 3.76-3.74 (m, 2H), 3.60-3.56 (m, 4H), 3.52-3.50 (m, 2H), 2.40 (t, 2H), 1.38 (s, 9H).

According to the analysis of related databases, 133803-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Topivert Pharma Limited; Respivert Limited; BAKER, Thomas Matthew; FYFE, Matthew Colin Thor; HARBOTTLE, Gareth William; HASIMBEGOVIC, Vedran; MEGHANI, Premji; RIGBY, Aaron; SAMBROOK-SMITH, Colin; THOM, Stephen Malcolm; US2014/296208; (2014); A1;,
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Reference of 931-17-9, 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 931-17-9, name is 1,2-Cyclohexanediol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE IV Cyclohexane-1, 2-diol (11.6 g.), RuCl3.1 -3H2 O(0.05 g.) and hexane (100 ml.) were added to the reactor of Example I. 100 g. of 40% peracetic acid were added and the reaction conducted as in Example I. This run resulted in a conversion of 81.5% and a molar selectivity to adipic acid of 80% was obtained.

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 931-17-9, 1,2-Cyclohexanediol.

Reference:
Patent; Atlantic Richfield Company; US3997578; (1976); A;,
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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 13330-96-6, name is 4-(Dimethylamino)butan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H15NO

Example 974-(Dimethylamino)butyl 2-(3-((2-ammo-4-(butylammo)-6-methylpyrimidin-5- yl)methyl)-4-methoxyphenyl)acetate, saccharin salt HATU (382 mg) was added to a stirred solution of the product from example 83 step (iv)(300 mg), 4-(dimethylamino)-l-butanol (196mg) and triethylamine (0.233ml) in DMF(3mL). The mixture was stirred at rt for Ih and then diluted with MeCN (2mL) and purified via RPHPLC. The purified product was dissolved in MeCN (ImL) and saccharin(14.84mg) was added and the solution was stirred for lOmin. The solvent was evaporated under reduced pressure and the residue was triturated with diethyl ether to give the title compound as a white solid, 31 mg.1H NMR DMSOdO: delta 7.66 – 7.55 (m, 7H), 7.10 (dd, IH), 6.96 (d, IH), 6.72 (d IH), 4.00 (t, 2H), 3.83 (s, 3H), 3.68 (s, 2H), 3.53 (s, 2H), 3.42 – 3.33 (m, 2H), 3.02 – 2.93 (m, 2H),2.71 (s, 6H), 2.10 (s, 3H), 1.68 – 1.51 (m, 4H), 1.47 (q, 2H), 1.27 – 1.15 (m, 2H), 0.85 (t,3H)LC-MS m/z 458 multimode +

With the rapid development of chemical substances, we look forward to future research findings about 13330-96-6.

Reference:
Patent; ASTRAZENECA AB; DAINIPPON SUMITOMO PHARMA CO., LTD; WO2009/67081; (2009); A1;,
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Synthetic Route of 56-81-5, 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. 56-81-5, name is Propane-1,2,3-triol, molecular formula is C3H8O3, 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 1,4-dioxane solution (200 mL) containing glycerol(18.4 g, 0.20 mol) and vinyl benzoate (29.6 g, 0.20 mol),Lipozyme (30 g) was added, and the mixture was stirred for48 h at 55C. After removal of the enzyme by filtration, thereaction mixture was evaporated under reduced pressure andthe residue was partitioned between saturated brine and dichloromethane(100 mL each), and extracted with dichloromethane(3 60 mL). The combined organic layer waswashed with saturated brine, and dried over anhydrousNa2SO4. The extract was washed with hexane to removeunreacted vinyl benzoate. Subsequently, the extract was vacuumdried, affording 36 g of (±)-1 (75% yield) as a colorlessoil. IR (KBr), cm-1: 3600 – 3100, 3050, 1700, 1300, 690; 1HNMR (200 MHz, CDCl3) 3.64-3.86 (2H, m, C3H2), 4.04-4.14 (1H, m, C2H), 4.39-4.57 (2H, m, C1H2), 7.40-7.52 (2H,m, 2C7H), 7.56 (1H, m, C8H), 8.02-8.13 (2H, m, 2C6H); 13CNMR (CDCl3, 200MHz) 63.8 (C3), 65.5 (C1), 70.6 (C2),128.6 (2C7), 129.4 (2C6), 130.7 (C5), 133.1 (C8), 166.5(C4). EI-LR-MS, m/z, M+: 196.

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 56-81-5, Propane-1,2,3-triol.

Reference:
Article; Rustoy, Eduardo M.; Dana, Alejandro; Letters in Organic Chemistry; vol. 13; 1; (2016); p. 71 – 75;,
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Application of 355-80-6, 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 355-80-6, name is 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 4-methyl-2-[(2,2,3,3,4,4,5,5-octafluoropentyl)oxy]-1,3,2-dioxaphosphinane 29.90g (0.129mol) of 2,2,3,3,4,4,5,5-octafluoro-1-pentanol and 15.65g (0.155mol) of triethylamine were dissolved in 180ml of hexane to prepare a solution, and another solution was prepared by dissolving 20.00g (0.129mol) of 2-chloro-4-methyl-1,3,2-dioxaphosphinane in 20ml of hexane. The latter solution was dropped to the former solution while the former solution was fervently agitated at -10C for 3.5 hours. During the process, a formation of a white triethylammonium hydrochloride precipitate was to be found. The reaction mixture was further agitated for 3 hours at room temperature and allowed to stand for one night. The triethylammonium hydrochloride was separated from the resulting mixture and washed with hexane. Then, hexane was removed under the atmospheric pressure, and the residues were distilled under vacuum, obtaining 32.53g of a compound which is 4-methyl-2-[(2,2,3,3,4,4,5,5-octafluoropentyl)oxy]-1,3,2-dioxaphosphinane, represented by the following Chemical Formula 1A, The yield was 72%.

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 355-80-6, 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol.

Reference:
Patent; Samsung SDI Co., Ltd.; Chernyshov, Denis; Shin, Woo-Cheol; Shatunov, Pavel Alexandrovich; Tereshchenko, Alexey; Egorov, Vladimir; Khasanov, Makhmut; Jeong, Myung-Hwan; EP2746288; (2014); A1;,
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Electric Literature of 7073-69-0 ,Some common heterocyclic compound, 7073-69-0, molecular formula is C9H11BrO, 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.

To a solution of n-BuLi (166 mL, 2.6 M, 432 mmol) in 200 mL of THF at -78 C. under argon was slowly added a solution of Compound 10d (42.2 g, 196 mmol) in 60 mL of THF at a rate that the internal temperature remained below -70 C. The mixture was stirred at -75 C. for 2 h. To the reaction mixture was then added triisopropylborate (59 mL, 255 mmol) in three portions. The mixture was allowed to warm slowly to room temperature overnight. The mixture was then cooled to 0 C., and was carefully quenched with dilute hydrochloric acid (250 mL, 2N). The mixture was then stirred at room temperature for 1 h. The pH of the mixture was checked and adjusted to acidic using additional 2N HCl if prophetic. The two layers were separated, and the aqueous layer was extracted twice with ether. The organic layers were combined, and dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to yield a pale yellow oil. The residue was then diluted with ethyl acetate (400 mL) and, washed with 1N sodium hydroxide solution (150 mL×3). The basic aqueous layers were combined and acidified with 2N HCl. The clear solution turned cloudy when the acid was added. The mixture was extracted with ether (150 mL×3). The organic layers were combined and dried with magnesium sulfate. The solution was filtered, and the filtrate was concentrated under reduced pressure to yield the title Compound 10e as a colorless oil (26.2 g, 82%) which was used without further purification in the next step. 1H NMR (400 MHz, DMSO-d6) delta (ppm): 9.00 (s,1H), 7.66 (dm,1H, J=7.3 Hz), 7.45 (dt, 1H, J=1.1, 7.7 Hz), 7.40 (dm, 1H, J=7.6 Hz), 7.31 (dt, 1H, J=1.2, 7.1 Hz), 1.44 (s, 6H).

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. 7073-69-0, 2-(2-Bromophenyl)propan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Player, Mark R.; Dax, Scott L.; Parsons, William H.; Brandt, Michael Richard; Calvo, Raul R.; Patel, Sharmila; Liu, Jian; Cheung, Wing S.; Jetter, Michele C.; Lee, Yu-Kai; Youngman, Mark A.; Pan, Wenxi; Weils, Kenneth M.; Beauchamp, Derek A.; US2007/259936; (2007); 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.13826-35-2, name is (3-Phenoxyphenyl)methanol, molecular formula is C13H12O2, molecular weight is 200.23, as common compound, the synthetic route is as follows.Product Details of 13826-35-2

3- (2-hydroxyphenyl) propionic acid methyl (149.8 mg, 0.831 mmol), 3- phenoxybenzyl alcohol (118.2 mg, 0.590 mmol), triphenylphosphine (198.1 mg, 0.755 mmol) in toluene (5 of 5 mL) solution of , DEAD (2M solution in toluene, 374.6muL, 0.749 mmol) was added dropwise at room temperature and stirred for 3 hours at 70 C.. The solvent of the reaction mixture was evaporated, and the residue was purified by column chromatography (hexane: ethyl acetate = 15: 1) to give the title compound (200.2mg, 0.552 mmol, 94%, yellow oil)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13826-35-2, (3-Phenoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF TOKYO; TOHOKU UNIVERSITY; OHWADA, TOMOHIKO; NAKAMURA, SHO; JUNG, SEJIN; OTANI, YUKO; SAYAMA, MISA; AOKI, JUNKEN; (80 pag.)JP2016/17036; (2016); A;,
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Related Products of 397323-70-5, 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 397323-70-5, name is (2-Amino-3-bromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 139-2 (1.10 g, 5.44 mmol, 1 eq) in DCM (15 mL) was added Mn02 (4.73 g, 54.44 mmol, 10 eq). The mixture was stirred at 25 C for 1 hr. The reaction mixture was filtered and concentrated under reduced pressure to give 139-3 (1 g, crude) as a black oil.

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 397323-70-5, (2-Amino-3-bromophenyl)methanol.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (472 pag.)WO2020/97389; (2020); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4254-29-9, 2,3-Dihydro-1H-inden-2-ol, 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, name: 2,3-Dihydro-1H-inden-2-ol, blongs to alcohols-buliding-blocks compound. name: 2,3-Dihydro-1H-inden-2-ol

General procedure: To a dry 25 mL, bottomed flask equipped with a Dean-Stark trap containing a plug of 4A molecular sieves (pellets) and topped with a reflux condenser was added of Fe(acac)3 ( 36 mg, 0.10 mmol, 5 mol%) and a solution of methyl bezoate (272 mg, 256 .L, 2.0 mmol), benzyl alcohol (216 mg, 208 .L, 2.0 mmol) and triphenyl methane (488 mg, 2 mmol, as internal standard) in heptane (20 mL). The mixture was heated to reflux (105 C) for an indicated time periods. After completion of the reaction as monitored by TLC, 1H NMR and GC, the reaction mixture was cooled to room temperature and the solvent was evaporated. The crude product was purified by column chromatography on silica gel to afforded benzyl benzoate 403 mg, 95% yield. The product obtained was characterized by 1H, 13C NMR, ESI-MS or GC-MS spectroscopic methods. The conversions of the products determined by GC are based on triphenyl methane as an internal standard and are response-corrected based on authentic samples.

The synthetic route of 4254-29-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Weng, Shiue-Shien; Ke, Chih-Shueh; Chen, Fong-Kuang; Lyu, You-Fu; Lin, Guan-Ying; Tetrahedron; vol. 67; 9; (2011); p. 1640 – 1648;,
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Electric Literature of 457889-46-2, 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.457889-46-2, name is (4′-(Trifluoromethyl)-[1,1′-biphenyl]-4-yl)methanol, molecular formula is C14H11F3O, molecular weight is 252.2318, as common compound, the synthetic route is as follows.

To an ice cold solution of intermediate M10 (2.02g, lequiv) in anhydrous diethyl ether (20ml) protected with a CaCl2 drying tube to insulate moisture was added phosphorus tribromide (0.38ml, 0.5equiv). The mixture was stirred at room temperature for 1.5h to obtain a clear solution. TLC detection showed that the reaction was complete and then the mixture was quenched with saturated sodium bicarbonate solution. The resulting precipitate was filtered off and the filtrate was extracted with dichloromethane twice (40ml), dried over MgSO4, filtered and then evaporated in vacuo to give intermediate M11 (1.77g) as a white solid which could be used in next step without further purification.

The chemical industry reduces the impact on the environment during synthesis 457889-46-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; SHEN, Jianhua; WANG, Yiping; WANG, Kai; EP2725024; (2014); A1;,
Alcohol – Wikipedia,
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