Tag: M.W=100-200

Synthetic Route of 117087-18-0, 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 117087-18-0, name is 2-((Benzyloxy)methyl)propane-1,3-diol. This compound has unique chemical properties. The synthetic route is as follows.

Step 3: ((3-Fluoro-2-(fluoromethyl)propoxy)methyl)benzene To a pre-cooled solution of 2-(benzyloxymethyl)propane-1,3-diol (780 mg, 3.94 mmol) in DCM (20 mL) was added DAST (1.9 g, 11.8 mmol) drop wise at -78 C. The mixture was stirred at 20 C. for 24 hours. The reaction mixture was quenched by sat. NaHCO3 aqueous (10 mL) at -78 C. DCM phase was separated and washed with brine, dried by MgSO4, filtered through a short silica gel pad and then concentrated to give the crude colorless oil (800 mg, 100%). ESI-MS (EI+, m/z): 223 [M+Na]+. 1H NMR (500 MHz, CDCl3) delta 7.37-7.28 (m, 5H), 4.65-4.57 (m, 2H), 4.55-4.48 (m, 4H), 3.57 (d, J=6.2 Hz, 2H), 2.50-2.34 (m, 1H).

According to the analysis of related databases, 117087-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Navitor Pharmaceuticals, Inc.; Fetalvero, Kristina Michelle; Narayan, Sridhar; O’Neill, David John; Saiah, Eddine; Sengupta, Shomit; (93 pag.)US2017/114080; (2017); A1;,
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Reference of 22348-44-3, 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. 22348-44-3, name is trans-4-(Methylamino)cyclohexanol, molecular formula is C7H15NO, 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.

EXAMPLE 21 trans-1-(4-Hydroxy-cyclohexyl)-3-[4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-yl]-1-methyl-urea Using 4-Methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-ylamine, phenyl chloroformate and (trans)-4-methylamino-cyclohexanol, the title compound was prepared as white crystals, mp 160 C., (76% yield). MS: m/e=420(M+H+), mp 160 C.

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 22348-44-3, trans-4-(Methylamino)cyclohexanol.

Reference:
Patent; Flohr, Alexander; Jakob-Roetne, Roland; Norcross, Roger David; Riemer, Claus; US2004/235915; (2004); A1;,
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Application of 127-66-2, 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. 127-66-2, name is 2-Phenylbut-3-yn-2-ol, molecular formula is C10H10O, 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.

General procedure: The mixture of the substrate (0.250 mmol), 0.5percent Pd/MS3A or 0.5percent Pd/MS5A (10 wt percent of the substrate) and MeOH (1 mL) was stirred under H2 atmosphere (balloon) at room temperature. After a given period, the reaction mixture was filtered through a membrane filter (Millipore, Millex.(R).-LH, 0.45 mm), and the filtrate was concentrated in vacuo to produce the corresponding reduced product.

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 127-66-2, 2-Phenylbut-3-yn-2-ol.

Reference:
Article; Takahashi, Tohru; Yoshimura, Masatoshi; Suzuka, Hiroyasu; Maegawa, Tomohiro; Sawama, Yoshinari; Monguchi, Yasunari; Sajiki, Hironao; Tetrahedron; vol. 68; 39; (2012); p. 8293 – 8299;,
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Reference of 445-26-1 ,Some common heterocyclic compound, 445-26-1, molecular formula is C8H9FO, 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 0.5 mmol of 1-phenylethanol to the test tube.Add 1.5 mmol of dipropylene glycol dimethyl ether to the oxygen balloon.Reaction at 120 C for 12 hours,By gas chromatography, the reaction was complete,To the reaction system, sodium formate 2.5 mmol was added.Add 0.0025 mmol of Catalyst B and add 4 mL of methanol:water (3:1).Nitrogen replacement 3 times, 50 C reaction 12h, after the end of the reaction, washed with water,The aqueous phase was extracted three times with ethyl acetate.Column chromatography separation (petroleum ether: ethyl acetate = 10:1),(S)-1-ethanol (57.3 mg) was obtained in a yield of 93%.The ee value is 95%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,445-26-1, its application will become more common.

Reference:
Patent; China Three Gorges University; Zhou Haifeng; Cui Peng; Chen Yongsheng; Liu Qixing; (12 pag.)CN110002961; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 42514-50-1, 3-Amino-3-methylbutan-1-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: 3-Amino-3-methylbutan-1-ol, blongs to alcohols-buliding-blocks compound. name: 3-Amino-3-methylbutan-1-ol

Step 1: Synthesis of 3-chloro-1,1-dimethylpropylamine-hydrochloride 48.7 mL (668 mmol) thionyl chloride were slowly added dropwise at 0 C. to a solution of 53.0 g (514 mmol) 3-amino-3-methyl-butanol in 255 mL dichloromethane/dimethylformamide (50/1). After the addition had ended the reaction mixture was refluxed for 1 h and then stirred for 16 h at ambient temperature. The reaction mixture was evaporated down using the rotary evaporator and the residue was combined with 50 mL acetonitrile with stirring. It was filtered and the solid obtained was dried for 18 h at 45 C. 67.9 g (430 mmol, 84%) 3-chloro-1,1-dimethylpropylamine-hydrochloride were obtained as a colourless solid (60%). Further reacted in the next step. ESI MS [M+H]+=122/124/Cl); Rf=0.52 (silica gel, dichloromethane/methanol/ammonia 90:10:1)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42514-50-1, 3-Amino-3-methylbutan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Trieselmann, Thomas; Walter, Rainer; Netherton, Matthew R.; Hamilton, Bradford S.; US2008/269281; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4170-90-5, Mesitylmethanol, 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, 4170-90-5, blongs to alcohols-buliding-blocks compound. Safety of Mesitylmethanol

General procedure: To a mixture of 2 (0.10 mmol), catalyst 1 (5mol%), and alcohol 3 (0.11 mmol), was added CHCl3 (0.25 mL) at rt. The mixture was stirred at rt for indicated time in the tables and diluted with Et2O (5 mL). The organic layer was extracted with saturated aq. Na2CO3 (3 mL),and the aqueous layer was acidified with 6 N HCl. The aqueous layer was extracted with Et2O (5 mL), and the organic layer was dried over MgSO4 and concentrated in vacuo. The resulting residue was purified by column chromatography to afford the desired product 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4170-90-5, its application will become more common.

Reference:
Article; Yamada, Ken-ichi; Oonishi, Akinori; Kuroda, Yusuke; Harada, Shingo; Kiyama, Hiroki; Yamaoka, Yousuke; Takasu, Kiyosei; Tetrahedron Letters; vol. 57; 36; (2016); p. 4098 – 4100;,
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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. 18776-12-0, name is 3-Chloro-1-phenylpropan-1-ol, the common compound, a new synthetic route is introduced below. name: 3-Chloro-1-phenylpropan-1-ol

Example 4145To a stirred solution of 3-chloro-i-phenyl-i-propanol (1.1 mmol) in dry DCM is added imidazole (2.33. mmol) followed by DMAP (0.11 mmol) and stirred for 1Z. h. Then TBDMSCI 4.68 mmol) is added and stirred for 12 h at rt and reaction is monitored by TLC. The reaction mixture diluted with water and extracted with DCM (3 x 30 mL) and washed with plain water, brine and dried (over with and concentrated under vacuum below 40 0C using rotavapour. MS: M+ 284.9

The synthetic route of 18776-12-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; US DEPARTMENT OF HEALTH & HUMAN SERVICES; WO2007/75872; (2007); A2;,
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Synthetic Route of 68327-04-8, Adding some certain compound to certain chemical reactions, such as: 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride,molecular formula is C5H12ClNO, 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 68327-04-8.

To a suspension of 5-bromo-2-hydroxy-4-methylbenzoic acid (3.06 g) in THF (30 mL) was added dropwise oxalyl chloride (1.74 mL) at 0C. To the reaction mixture was added one drop of DMF, and the mixture was stirred at 16C for 1.5 hr. The reaction mixture was concentrated under reduced pressure, and THF (15 mL) was added to the residue. To a mixture of (1S,2S)- 2-aminocyclopentanol hydrochloride (1.82 g) , triethylamine (9.23 mL) , THF (15 mL) and methanol (10 mL) was added dropwise a mixture of the above-mentioned residue and THF at 0C, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified twice by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.38 g) .1H NMR (300 MHz, DMSO-d6) delta 1.38-1.57 (2H, m) , 1.60-1.76 (2H, m.) , 1.78-1.92 (1H, m) , 1.95-2.10 (1H, m) , 2.30 (3H, s) , 3.93- 4.12 (2H, m) , 4.82 (1H, d, J = 4.3 Hz), 6.91 (1H, s) , 8.15 (1H, s), 8.60 (1H, d, J = 6.6 Hz), 12.75 (1H, s) .

According to the analysis of related databases, 68327-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; SUGIMOTO, Takahiro; SUZUKI, Shinkichi; SAKAMOTO, Hiroki; YAMADA, Masami; NAKAMURA, Minoru; KAMATA, Makoto; SHIMOKAWA, Kenichiro; OGINO, Masaki; KIMURA, Eiji; MURAKAMI, Masataka; YONEMORI, Jinichi; KOJIMA, Takuto; (281 pag.)WO2016/208775; (2016); A1;,
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Related Products of 671802-00-9, 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 671802-00-9 as follows.

A solution of tert-butyl 3-(2-hydroxyethoxy)propanoate (778.8 mg, 4.09 mmol, 1.00 equiv), Cs2CO3 (2.66 g, 8.16 mmol, 2.00 equiv), and 4,5-dichloro-2-[2-(trimethylsilyl)ethoxy]methyl-2,3-dihydropyridazin-3-one (1.2 g, 4.06 mmol, 1.00 equiv) in ACN (15 mL) was stirred for 3 h at 80 C. The solids were filtered and the resulting mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography with EtOAc/petroleum ether (1:1) to afford 200 mg (11%) of title compound as a white solid. LCMS: [M+H]+ 449.01.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,671802-00-9, its application will become more common.

Reference:
Patent; Ribon Therapeutics Inc.; Vasbinder, Melissa Marie; Schenkel, Laurie B.; Swinger, Kerren Kalai; Kuntz, Kevin Wayne; (410 pag.)US2019/330194; (2019); A1;,
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Application of 50910-54-8 , The common heterocyclic compound, 50910-54-8, name is trans-4-Aminocyclohexanol hydrochloride, molecular formula is C6H14ClNO, 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.

EXAMPLE 51 iV-(4-^ralpha?5-HvdroxycvclohexyI)-./V-methyl-f24i31-benzoxadiazole-5-carboxaniiderra?5-4-aminocyclohexanol hydrochloride (60.6 g, 0.40 mol) and NaHCO3 (14Og) were dissolved in water (700 ml). Ethyl acetate (500 ml) was added and the mixture stirred rapidly using a mechanical stirrer whilst a solution of ethyl chloroformate (48 ml) in ethyl acetate (200 ml) was added slowly. The mixture was stirred overnight and then ethyl acetate (1 1) and water (500 ml) were added to dissolve the precipitate. The aqueous was extracted with ethyl acetate (2×500 ml) and the combined organic phases were washed with 2N HCl, dried over Na2SO4, and the solvent evaporated, to give a white solid (73.7g). This material was dissolved in dry THF (600 ml) and the solution slowly (~ Ih) added to a suspension OfLiAlH4 (29.6g) in THF (600 ml). After stirring overnight at 20C the mixture was cooled in an ice bath and a solution of sodium hydroxide (77g) in water (50 ml) was slowly added. After Ih, some celite was added and the mixture was filtered and washed with dichloromethane. The filtrate was dried (MgSO4) and evaporated under vacuum to give tra?s-4-methylaminocyclohexanol a white solid (45.9g). ;r¡ã?s-4-Methylaminocyclohexanol (37.1g, 0.28 mol), [2,l,3]-benzoxadiazole-5-carboxylic acid (42.7g, 0.26 mol), DMAP (32g, 0.26 mol), HOBT (1 Ig, 0.08 mol) and triethylamine (54 ml) were dissolved in dichloromethane (750 ml) and after 15 minutes, EDCI (10Og, 0.52 mol) was added and the mixture refluxed for 2h. The mixture was washed with 2N HCl (500 ml) and NaHCO3 solution (500 ml), dried over MgSO4 and then concentrated under vacuum. The residue was chromato graphed on silica gel using ethyl acetate/chloroform (3:1) as eluant to give the title product as a white solid (37g) after trituration with ethyl acetate. Mp = 170- 171C, LC-MS, MH+ = 276; 1H NMR (300 MHz, CDCl3, rotamers) delta 7.92 (d, J = 9.0 Hz, IH); 7.82 (s, IH); 7.40 (d, J = 9.0 Hz, IH); 4.60-4.40 and 3.70-3.40 (m, 2H); 2.99 and 2.87 (s + s, 3H); 2.20-1.05 ppm (s, 8H).

The synthetic route of 50910-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CORTEX PHARMACEUTICALS, INC.; WO2008/143963; (2008); A1;,
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