Month: June 2021

Electric Literature of 23783-42-8, 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. 23783-42-8, name is 2,5,8,11-Tetraoxatridecan-13-ol, molecular formula is C9H20O5, 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 stirred solution of 5-2A (180 mg, 0.87 mmol) in DCM (5 mL) was added triethylamine (0.18 mL, 1.3 mmol) and methane sulfonyl chloride (0.1 mL, 1.13 mmol) at 0 C and stirred at RT for 1 hr. The reaction mixture was diluted with excess DCM (40 mL) and washed with water (2 X 10 mL), brine (10 mL) and dried over Na2S04, organic phase concentrated under reduced pressure to get crude compound. This was purified using 100-200 silica gel column chromatography using 2% MeOH in DCM to afford 5-3A (200 mg, 0.699 mmol, 80% yield) as a yellow liquid.

According to the analysis of related databases, 23783-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina C.; FEESE, Michael D.; LEE, Sam S.; (169 pag.)WO2016/154241; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 395-23-3, 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.395-23-3, name is Phenyl(4-(trifluoromethyl)phenyl)methanol, molecular formula is C14H11F3O, molecular weight is 252.2318, as common compound, the synthetic route is as follows.

General procedure: A solution of diphenylmethanol (1 mmol), NBS (1.3equiv.), KOAc (1.5 equiv.) H2O (1.5 mL), and CH2Cl2 (0.5mL) was magnetically stirred in 25 mL flask at room temperaturefor 10 h. The reaction mixture was added into water(10 mL), and extracted with EtOAc (3 × 10 mL). The combinedEtOAc extracts were dried over anhydrous MgSO4,filtrated, and then the solvent was removed under reducedpressure. The residue was purified by the flash columnchromatography on silica gel with PE or PE/EtOAc as theeluent to obtain the desired products. The oxidation productswere identified by GC-MS and 1H NMR.

Statistics shows that 395-23-3 is playing an increasingly important role. we look forward to future research findings about Phenyl(4-(trifluoromethyl)phenyl)methanol.

Reference:
Article; Wu, Jianglong; Liu, Yan; Liu, Ping; Gu, Chengzhi; Letters in Organic Chemistry; vol. 14; 4; (2017); p. 254 – 260;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 10602-04-7, Adding some certain compound to certain chemical reactions, such as: 10602-04-7, name is (4-Ethynylphenyl)methanol,molecular formula is C9H8O, 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 10602-04-7.

4-Ethynyl benzyl bromide. A solution of triphenylphosphine (3.9 g, 15 mmol) in CH2Cb (5 mL) was added dropwise to a cold mixture of 4-ethynylbenzylalcohol (1.0 g, 7.6 mmol), tetrabromomethane (4.5 g, 14 mmol), and 2,6-lutidine (4.4 mL, 38 mmol) in CH2Cb (20 mL) at 5 °C and the mixture was stirred for 16 h at RT. After concentration in vacuo, the residue was treated with ether (40 mL) and the resulting solid was removed by filtration. The filtrate was washed with 1percent HC1 solution and then water, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography to give 4- ethynylbenzyl bromide (1.4 g, 95percent) as a pale yellow oil. 1H NMR (600 MHz, CDCb) delta 7.46 (d, 2H, J=7.8), 7.34 ( d, 2H, J=7.8), 4.47 (s, 2H), 3.10 (s, IH).

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. 10602-04-7, (4-Ethynylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; THE BRIGHAM AND WOMEN’ S HOSPITAL, INC.; CUNNINGHAM, James; LEE, Kyungae; REN, Tao; CHANDRAN, Kartik; WO2013/22550; (2013); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 23147-58-2, name is Glycerol aldehyde dimer. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Glycerol aldehyde dimer

A solution of methyl [4-[(3R)-1-(4-aminobutanoyl)-3-piperidinyl]-4-(3′-ethyl-6-fluoro-2-biphenylyl)-4-hydroxybutyl]carbamate (0.027 g, 0.05 mmol) in 2 mL of CH2Cl2 at 25 C. was treated with acetic acid (0.003 mL, 0.05 mmol), glycolaldehyde dimer (3 mg, 0.025 mmol), and sodium triacetoxyborohydride (20 mg, 0.10 mmol) and the mixture was stirred overnight before being quenched with the addition of 0.5 mL of aqueous 2N NaOH and extracted with 10% MeOH/CH2Cl2 (3×2 mL). The combined organic extract was dried (MgSO4), concentrated under reduced pressure, and subjected to reverse phase HPLC to provide methyl [4-(3′-ethyl-6-fluoro-2-biphenylyl)-4-hydroxy-4-((3R)-1-{4-[(2-hydroxyethyl)amino]butanoyl}-3-piperidinyl)butyl]carbamate.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 23147-58-2, Glycerol aldehyde dimer.

Reference:
Patent; Baldwin, John J.; Cacatian, Salvacion; Claremon, David; Dillard, Lawrence W.; Flaherty, Patrick T.; Ghavimi-Alagha, Bahman; Ghirlanda, Damiano; Ishchenko, Alexey V.; Kallander, Lara S.; Lawhorn, Brian; Lu, Qing; McGeehan, Gerard; Knapp-Reid, Beth A.; Semus, Simon; Simpson, Robert D.; Singh, Suresh B.; Terrell, Lamont R.; Tice, Colin; Tran, Tritin; Xu, Zherong; Yuan, Jing; Zhao, Wei; Zhao, Yongdong Y.; US2010/317697; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 20605-01-0, Adding some certain compound to certain chemical reactions, such as: 20605-01-0, name is Diethyl 2,2-bis(hydroxymethyl)malonate,molecular formula is C9H16O6, 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 20605-01-0.

EXAMPLE 6 Diethyl 2-isopropyl-1,3-dioxane-5,5-dicarboxylate A mixture of 165.0 g of diethyl bis(hydroxymethyl)malonate, 83.4 g of trimethylorthoformate and 0.6 g of sodium hydrogen sulfate was heated, with stirring, to 50 C. for 30 minutes and then to 60 C. for 90 minutes. Over a period of 45 minutes, 81.0 g of isobutyraldehyde were then added gradually, the internal temperature being kept to 60 C. by gentle cooling. The low-boiling components formed were distilled off up to a bottom temperature of 120 C., and 1.0 g of sodium carbonate was then added to neutralize the catalyst. Subsequent distillation in an oil pump vacuum afforded 168.2 g of colorless target product (82% of the theoretical yield, based on the diethyl bis(hydroxymethyl)malonate used) with a boiling point of 110 C./1 mm. The purity, determined by gas chromatography, was 98 FID percent by area.

According to the analysis of related databases, 20605-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huels Aktiengesellschaft; US5932747; (1999); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 14320-38-8, 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.

[Referential Example 79] (1RS,2RS)-4-Methoxy-1,2-cyclopentanediol (mixture of 4-position stereoisomers): 60% sodium hydride (800 mg) was added portionwise to a solution of 3-cyclopentene-1-ol (1.68 g) and methyl iodide (1.25 ml) dissolved in tetrahydrofuran (20 ml) under ice cooling, and the mixture was stirred overnight at room temperature.. Water and diethyl ether was added to the reaction mixture to separate an organic layer, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure with ice cooling to obtain crude 4-methoxy-1-cyclopentene.

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 14320-38-8, Cyclopent-3-enol.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1405852; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 124937-73-1, 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. 124937-73-1, name is 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol. A new synthetic method of this compound is introduced below.

Dimethylsulfoxide (DMSO) (6.72 ml, 94.6 mmol) in 20 ml of Cl2CH2 was added to a mixture of oxalyl chloride (4.06 ml, 47.3 mmol) in 100 ml of Cl2CH2 and cooled at -78C, always maintaining the reaction temperature under -60C. It was allowed to take place at said temperature for 15 minutes and then a mixture of 3-(2-methoxy-5-methylphenyl)-3-phenylpropanol (9.33g, 36.4 mmol) in 40ml of Cl2CH2 was added. The reaction mixture was maintained for about 45 minutes and triethylamine (25.72 ml, 0.18 mol) was added. The crude reaction product was maintained reacting for about 1 hour and hydrolyzed with 100 ml of NaHCO3 (7%). The extraction was carried out with 100 ml of ethyl acetate. The organic phase was washed with 2x25ml of HCl (5%), dried and evaporated, giving 8.67g (94%) of a viscous orangish liquid containing the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124937-73-1, 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Ragactives, S.L.; EP1698615; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 50595-15-8, Adding some certain compound to certain chemical reactions, such as: 50595-15-8, name is tert-Butyl 2-hydroxyacetate,molecular formula is C6H12O3, 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 50595-15-8.

(2) (2R,4S)-2-Ethyl-4-(5-morpholin-4-yl-pyrimidin-2-ylamino)-6-trifluoromethyl-3,4- dihydro-2H-quinoline-l-carboxylic acid tert-butoxycarbonylmethyl ester; Hydroxyacetic acid tert-butyl ester (70 mg) and sodium hydride (60percent; 21 mg) were added to a solution of the compound obtained in Example 21(1) above (200 mg) in tetrahydrofuran (3 ml) and the mixture was stirred at 50°C for an hour. The reaction mixture was cooled to room temperature, a saturated sodium hydrogen carbonate aqueous solution and ethyl acetate were added and the organic layer was separated, washed with a saturated brine, dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by column chromatography (NH-silica gel; hexane:ethyl acetate = 9: 1–>3 :2) to give the titled compound (183 mg). MS (m/z): 566[MH-H]+.

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. 50595-15-8, tert-Butyl 2-hydroxyacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/116922; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 112-27-6, Adding some certain compound to certain chemical reactions, such as: 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol,molecular formula is C6H14O4, 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 112-27-6.

Ag2O (6.9 g, 30 mmol) was added to a solution of triethylene glycol (3.0 g, 20 mmol) in dry CH2Cl2. BnBr (2.6 mL, 22 mmol) was then added dropwise over 5 min, and the mixture was stirred for 2 h. After this time, the suspension was filtered through a pad of Celite, which was thoroughly washed with CH2Cl2. The combined filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography to yield a yellow oil (4.46 g, 92.9%). 1H NMR (300 MHz, CDCl3): delta 7.26-7.35 (m, 5H, Ph), 4.56 (s, 2H, -CH2Ph), 3.73-3.58 (m, 12H, -OCH2CH2O-), 2.80 (br, 1H, -OH); 13C NMR (75 MHz, CDCl3): delta 138.0, 128.2, 127.6, 127.5, 73.1, 72.4, 70.5, 70.4, 70.2, 69.2, 61.5.

According to the analysis of related databases, 112-27-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yang, Yang; Xue, Xiao-Chao; Jin, Xiao-Feng; Wang, Li-Jun; Sha, Yin-Lin; Li, Zhong-Jun; Tetrahedron; vol. 68; 35; (2012); p. 7148 – 7154;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 179811-63-3, 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.179811-63-3, name is 2-Amino-2-(3-chlorophenyl)ethanol, molecular formula is C8H10ClNO, molecular weight is 171.6241, as common compound, the synthetic route is as follows.

To a stirred solution of 1-(5-chloro-2-(phenylamino)pyridin-4-yl)-1H-imidazole-4-carboxylic acid (0.035 g, 0.11 mmol) in NMP (1.5 mL) was added EDC (0.065 g, 0.33 mmol), HO t (0.005 g, 0.033 mmol), triethylamine (0.02 mL, 0.22 mmol), and 2-amino-2-(3-chlorophenyl)ethanol (0.022 g, 0.13 mmol). The reaction mixture was stirred at RT overnight. The mixture was diluted with water (10 mL) and extracted with ethyl acetate (3×15 mL). The combined organic layers were washed with brine (10 mL), dried over sodium sulfate, and evaporated under reduced pressure. The crude residue was purified by preparative TLC using methanol in DCM as eluent to afford 1-(5-chloro-2-(phenylamino)pyridin-4-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-1H-imidazole-4-carboxamide as an off-white solid (19 mg, 36% yield). 1HNMR (400 MHz, DMSO-d6): delta 9.44 (s, 1H), 8.41 (s, 1H), 8.38 (d, J=4.0 Hz, 1H), 8.16 (s, 1H), 8.02 (s, 1H), 7.61 (d, J=7.6 Hz, 2H), 7.44 (s, 1H), 7.33-7.30 (m, 2H), 7.29-7.27 (m, 3H), 6.93 (s, 2H), 5.02-5.01 (m, 2H), 3.72 (t, J=5.6 Hz, 2H). LC-MS calcd exact mass 467.09, found m/z 468.1 [M+H]+; HPLC purity 99.88%.

Statistics shows that 179811-63-3 is playing an increasingly important role. we look forward to future research findings about 2-Amino-2-(3-chlorophenyl)ethanol.

Reference:
Patent; Asana Biosciences, LLC; Venkatesan, Aranapakam M.; Thompson, Scott K.; Smith, Roger A.; Reddy, Sanjeeva P.; (166 pag.)US2016/362407; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts