Alcohols-buliding-blocks

24034-73-9, Adding a certain compound to certain chemical reactions, such as: 24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-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, 24034-73-9, blongs to alcohols-buliding-blocks compound.

Error Objects cannot be created from editing field codes. [0306] Ethyl 2E,6E,10E-geranylgeranyl carbamate (7a) (R= Ethyl-): A dry reaction flask equipped with a stir bar, 2 inlet was charged with alcohol 1 (0.060 g, 0.2 mmol), pyridine (0.032 mL, 0.4 m mol) and DCM (2 m L). After cooling it to 0 C, ethyl isocyanate was added dropwise and the resulting reaction mixture was allowed to stir for 24 h. The reaction was monitored by TLC. After completion of the reaction, it was quenched with H20 (5 mL), acidified, extracted with n-hexanes (3 x 15 mL) and the combined n-hexanes were washed with H20 (10 mL). After drying the organic solution over anhydrous a2S04, the solvent was evaporated and the resulting residue was purified by silica gel column chromatography using 1-2% EtOAc in n-hexanes to afford the desired carbamate 7a. Yield: 0.039g (54%); TLC f: 0.30 (10% EtOAc/n-Hexanes); LCMS: MS (m/z): 384 (M + IMa); ret. time: 14.39 min. [0307] The following carbamates 7b to 7z were prepared according to the procedu re that was used to prepare carbamate 7a.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24034-73-9, its application will become more common.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush B.; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2013/130654; (2013); A1;,
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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 517-21-5 as follows., 517-21-5

Glyoxal sodium bisulphite hydrate (10.0 g) in water (80 ml) was warmed to 60 C. then a solution of 2,3-diaminoanisole (3.40 g) in ethanol (40 ml) was added. The stirred mixture was then heated to 80 C. for 1 h before addition of concentrated hydrochloric acid (6 drops). Heating was continued for 1 h. It was allowed to cool overnight, concentrated in vacuo and poured into aqueous potassium carbonate (40 ml). Ethyl acetate (3¡Á100 ml) extracts were washed with water (100 ml) and saturated brine (50 ml) then dried over anhydrous magnesium sulphate, filtered and evaporated in vacuo to afford the title compound as a yellow solid (3.07 g). TLC Rf 0.40 (ethyl acetate)

The chemical industry reduces the impact on the environment during synthesis 517-21-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Darwin Discovery, Ltd.; US6353010; (2002); B1;,
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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. 55414-72-7, name is (2-Amino-5-methoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. 55414-72-7

Potassium tert-butoxide (49.3 mg, 0.439 mmol) was dissolved in technical-grade THF(1.7 mL, containing ~0.2% H2O), and the solution was stirred at room temperature in air for 1 min.A solution of amide 6 (51.2 mg, 0.245 mmol) and 2-amino-5-methoxybenzyl alcohol (43.3 mg,0.283 mmol) in THF (0.8 mL) was added, and the mixture was stirred at room temperature in air for3 h. Water (20 mL) was added, and the mixture was extracted with ethyl acetate (20 mL). Theorganic layer was washed with 1M aqueous HCl solution (3 ¡Á 20 mL). The organic layer was driedover MgSO4, filtered, and concentrated in vacuo. The crude product was purified by flashchromatography using 1:2 ethyl acetate / dichloromethane as eluent to give the title compound as awhite solid (13 mg, 17%).

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, 55414-72-7, (2-Amino-5-methoxyphenyl)methanol.

Reference:
Article; Wangsahardja, Jonatan; Marcolin, Gabriella M.; Lizarme, Yuvixza; Morris, Jonathan C.; Hunter, Luke; Synlett; vol. 27; 8; (2016); p. 1237 – 1240;,
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7397-62-8, 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. 7397-62-8, name is Butyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

a1 n-Butyl (t-butyl-dimethyl-silanyloxy)-acetate n-Butyl glycolate (231 g; 1.75 mol) and imidazole (345.1 g; 5.07 mol) were combined at 0 C. The suspension obtained was treated portionwise with t-butyldimethylchlorosilane (303 g; 2.01 mol) over 1.5 hours. After 20 hours at room temperature the reaction mixture was diluted with ether/n-hexane 1:1 (1 l) and suction filtered. The crystals were rinsed thoroughly with ether/n-hexane 1:1 (200 ml). The filtrate was washed in succession with water (2*700 ml) and saturated aqueous sodium chloride solution (500 ml), dried over magnesium sulphate and concentrated. The oil obtained was distilled over a Vigreux column (7.5 cm). Yield: 405 g (94%) as a colorless oil (b.p. 78 C./0.98 mm Hg). IR (film): 1760, 1225, 1206, 1148, 838, 780 cm-1; MS (EI): (M+H)+247.

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, 7397-62-8, Butyl 2-hydroxyacetate.

Reference:
Patent; Hoffmann-la Roche Inc.; US6218379; (2001); B1;,
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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 4704-94-3, name is 2-(Hydroxymethyl)propane-1,3-diol. This compound has unique chemical properties. The synthetic route is as follows. 4704-94-3

Step a. 3-Methoxy-2-methoxymethyl-propane-1-ol Sodium hydride (60% dispersion in oil) (2.93 g, 73.2 mmol) was added to an ice-cooled solution of 2-hydroxymethyl-propane-1,3-diol (M. R. Harnden et al. J. Med. Chem. 1990, 33, 187) (3.53 g, 33.3 mmol) in DMF (100 ml) and the mixture was stirred at room temperature for 40 min. The reaction mixture was cooled with ice and iodomethane (4.56 ml, 73.2 mmol) was added, the stirring was continued allowing the mixture to reach room temperature over 24 h. The mixture was poured into ethyl acetate (300 ml) and washed with brine (150 ml). The organic phase was dried (MgSO4), and the solvent was evaporated. The crude product was purified by flash column chromatography (silica, ethyl acetate) to afford colourless oil. 1H NMR (300 MHz, CDCl3) 3.72 (2H, d), 3.47 (2H, d), 3.45 (2H, d), 3.32 (6H, s), 2.07(1H, m).

Statistics shows that 4704-94-3 is playing an increasingly important role. we look forward to future research findings about 2-(Hydroxymethyl)propane-1,3-diol.

Reference:
Patent; James Black Foundation Limited; US6479531; (2002); B1;,
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53066-19-6 , The common heterocyclic compound, 53066-19-6, name is 1-(2,6-Dichlorophenyl)ethanol, molecular formula is C8H8Cl2O, 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 1 -(2,6-dichlorophenyl)ethanol (9.0 g, 47.11 mmol) in THF (200 niL) at 0 C was added NaH (60% dispersion in mineral oil, 2.45 g, 61.24 mmol) inportions. When the evolution of gas bubble stopped, a solution of 3-fluoro-2-nitropyridine (6.69 g, 47.11 mmol) in THF (50 mL) was added to the system. The reaction was stirred at room temperature overnight, then quenched with H20 (10 mL) at 0 C, and concentrated in vacuo. The residue was diluted with H 0 (200 mL), and extracted with EtOAc (150 mL x 3). The combined organic phases were washed with saturated aqueous aHC03 (200 mL) followed by brine (200 mL), dried over anhydrous a2S04, filtered and concentrated in vacuo to give the title compound as a brown solid (14.34g,97.2%).

According to the analysis of related databases, 53066-19-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; WANG, Ruyong; WANG, Liang; WO2014/89324; (2014); A1;,
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33420-52-9, 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 33420-52-9 as follows.

To a stirred solution of 5-{9-fluoro-6-methanesulfonyl-5-[(S)-oxan-4-yl(phenyl)methyl]-5H-pyrido[3,2-b]indol-3-yl}-4-(2H3)methyl-1-methyl-1H-1,2,3-triazole (31.0 mg, 0.0600 mmol) and 2,2-difluoropropan-2-ol (27.8 mg, 0.290 mmol) in NMP (0.30 mL) was added t-BuOK (25.9 mg, 0.230 mmol). This mixture was heated at 65 C. for 1 h and cooled to room temperature. The mixture was diluted with MeOH and purified via preparative LC/MS with the following conditions: Column: Waters XBridge Phenyl, 19¡Á200 mm, 5-mum particles; Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10-mM ammonium acetate; Gradient: 15-70% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give 5-[9-(2,2-difluoropropoxy)-6-methanesulfonyl-5-[(S)-oxan-4-yl(phenyl)methyl]-5H-pyrido[3,2-b]indol-3-yl]-4-(2H3)methyl-1-methyl-1H-1,2,3-triazole (13.8 mg, 37%). 1H NMR (500 MHz, DMSO-d6) delta 8.60 (s, 1H), 8.29 (d, J=8.8 Hz, 1H), 7.74 (s, 1H), 7.56 (br d, J=7.7 Hz, 2H), 7.36-7.29 (m, 2H), 7.28-7.22 (m, 1H), 7.18 (d, J=8.9 Hz, 1H), 6.74 (s, 1H), 4.67 (br t, J=12.0 Hz, 2H), 3.86 (br d, J=15.1 Hz, 1H), 3.73 (s, 3H), 3.60-3.55 (m, 1H), 3.49 (br t, J=11.5 Hz, 1H), 3.33 (br d, J=11.8 Hz, 1H), 3.23-3.16 (m, 1H), 2.54 (s, 3H), 1.95 (br t, J=19.4 Hz, 3H), 1.69 (br d, J=10.8 Hz, 1H), 1.62-1.50 (m, 1H), 1.22 (br d, J=8.8 Hz, 1H), 0.43 (br d, J=12.0 Hz, 1H). LCMS: RT=1.731 min; (ES): m/z (M+H)+=613.15, LCMS: Column: Waters Acquity UPLC BEH C18, 2.1¡Á50 mm, 1.7-mum particles; Mobile Phase A: 5:95 acetonitrile:water with 10 mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10 mM ammonium acetate; Temperature: 50 C.; Gradient: 0-100% B over 3 min, then a 0.75-min hold at 100% B; Flow: 1.11 mL/min. HPLC Purity at 220 nm: 95%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33420-52-9, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Norris, Derek J.; Delucca, George V.; Gavai, Ashvinikumar V.; Quesnelle, Claude A.; Gill, Patrice; O’Malley, Daniel; Vaccaro, Wayne; Lee, Francis Y.; DeBenedetto, Mikkel V.; Degnan, Andrew P.; Fang, Haiquan; Hill, Matthew D.; Huang, Hong; Schmitz, William D.; Starrett, JR., John E.; Han, Wen-Ching; Tokarski, John S.; Mandal, Sunil Kumar; (220 pag.)US2016/176864; (2016); 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.722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, molecular weight is 259.15, as common compound, the synthetic route is as follows.722-92-9

A suspension of 2-(4-aminophenyl)-1 ,1 ,1 ,3,3,3-hexafluoro-2-propanol (1.0g), his-(2- chloroethyl)amine hydrochloride (0.69g) and potassium carbonate (0.53g) in 2- butoxyethanol (5ml), was heated at 180¡ã for 24 hours. Diluted with ethyl acetate and washed with saturated NaHCO3 solution and brine. Organic layer dried and evaporated to give crude product. Chromatography on silica gel gave, after elution with 0-20percent methanol in DCM, the desired product as a brown solid (0.54g). LC/MS (ESI) found 329 (M+H).

Statistics shows that 722-92-9 is playing an increasingly important role. we look forward to future research findings about 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/94842; (2006); A1;,
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307353-32-8 ,Some common heterocyclic compound, 307353-32-8, molecular formula is C9H9BrO3, 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.

2-(Trifluoromethyl)phenyl)boronic acid (114 mg, 0.60 mmol), PdCl2(dppf) (12 mg, 0.016 mmol), Et3N (167 muL, 1.2 mmol) were added to a solution of methyl 3-bromo-5-(hydroxymethyl)benzoate (97.5 mg, 0.40 mmol) in EtOH (4 mL). The reaction mixture was stirred at 85 C. overnight, diluted with EtOAc and washed with water. The organic layer was dried (Na2SO4) and concentrated. The residue was purified by flash chromatography (Combi-flash Rf, Hex/EtOAc=0-60% gradient) to afford the title compound (100 mg, 80%). 1H NMR (400 MHz, CDCl3) delta 8.09 (s, 1H), 7.95 (s, 1H), 7.77 (d, J=8.0 Hz, 1H), 7.56 (m, 3H), 7.33 (d, J=7.6 Hz, 1H), 4.81 (d, J=6.0 Hz, 2H), 3.94 (s, 3H), 1.79 (t, J=6.0 Hz, 1H).

According to the analysis of related databases, 307353-32-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vanderbilt University; Alvarado, Joseph R.; Stauffer, Shaun R.; Gogliotti, Rocco D.; Han, Changho; Meyers, Kenneth M.; Tian, Jianhua; Macdonald, Jonathan D.; Fesik, Stephen W.; Lee, Taekyu; US2020/102288; (2020); 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. 27129-87-9, name is (3,5-Dimethylphenyl)methanol. A new synthetic method of this compound is introduced below., 27129-87-9

Compound Ba (2.5 g, 95%) was obtained as colorless crystals using Compound A (1.8 g) obtained in Reference Example 1, 3,5-dimethylbenzyl alcohol (1.7 mL), triphenylphosphine (3.0 g), diethyl azodicarboxylate (1.8 mL) and tetrahydrofuran (7.5 mL) as described in Example 14. [0458] 1H NMR (270 MHz, CDCl3) delta6.96 (1H, brs), 6.86 (2H, brs), 4.68 (2H, s), 4.17 (2H, q), 3.89 (2H, t), 3.65 (2H, dd), 3.42 (2H, dd), 2.79 (2H, t), 2.31 (6H, s), 1.28 (3H, t).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,27129-87-9, (3,5-Dimethylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; Kyowa Hakko Kogyo Co., Ltd.; US2003/225288; (2003); A1;,
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