Author: tianli

Synthetic Route of 52244-70-9, 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. 52244-70-9, name is 4-(4-Methoxyphenyl)-1-butanol. A new synthetic method of this compound is introduced below.

To a stirred solution of 4-(4-methoxyphenyl)butanol (1 equiv.) in dry dichloromethane at -10°C under an argon atmosphere was added boron tribromide (2.7 equiv., using a 1 M solution of boron tribromide in CH2Cl2). Stirring was continued at that temperature until completion of the reaction (4 hours). Unreacted boron tribromide was destroyed by addition of aqueous saturated NaHCO3 solution at 0°C. The resulting mixture diluted with CH2Cl? and water, the organic phase was separated, washed with brine, dried (MgSO4), and evaporated. Purification by flash column chromatography on silica gel (30percent diethyl ether-hexane) afforded the title compound in 42percent yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52244-70-9, its application will become more common.

Reference:
Patent; NORTHEASTERN UNIVERSITY; WO2009/52319; (2009); A1;,
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Application of 506-43-4, Adding some certain compound to certain chemical reactions, such as: 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol,molecular formula is C18H34O, 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 506-43-4.

Synthesis of linoleyl mesylate or (9Z,12Z)-octadeca-9,12-dienyl methanesulfonate (2) Referring to Scheme 10, triethylamine (13.13 g, 130 mmol) was added to a solution of the linoleyl alcohol 1 (26.6 g, 100 mmol) in dichloromethane (100 mL) and the solution was cooled in an ice-bath. To this cold solution, a solution of methanesulfonyl chloride (12.6 g, 110 mmol) in dichloromethane (60 mL) was added dropwise; after the completion of the addition, the reaction mixture was allowed to warm to ambient temperature and stirred overnight. Completion of the reaction was confirmed by TLC. The reaction mixture was diluted with dichloromethane (200 mL), washed with water (200 mL), satd. NaHCO3 (200 mL), brine (100 mL) and dried over anhydrous Na2SO4. After evaporation of solvent in vacuo the crude product was purified by flash silica column chromatography using 0-10% Et2O in hexane. The pure fractions were combined and concentrated to obtain the mesylate 2 as colorless oil (30.6 g, 89%). 1H NMR (400 MHz, CDCl3): delta=5.42-5.21 (m, 4H), 4.20 (t, 2H), 3.06 (s, 3H), 2.79 (t, 2H), 2.19-2.00 (m, 4H), 1.90-1.70 (m, 2H), 1.06-1.18 (m, 18H), 0.88 (t, 3H). 13C NMR (CDCl3): delta=130.76, 130.54, 128.6, 128.4, 70.67, 37.9, 32.05, 30.12, 29.87, 29.85, 29.68, 29.65, 29.53, 27.72, 27.71, 26.15, 25.94, 23.09, 14.60. MS. MW calc. for C19H36O3S: 344.53. found: 343.52 [M-H].

According to the analysis of related databases, 506-43-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Arbutus Biopharma Corporation; Manoharan, Muthiah; Rajeev, Kallanthottathil G.; Jayaraman, Muthusamy; Butler, David; Kapoor, Mamta; Kainthan, Rajesh Kumar; (106 pag.)US9687550; (2017); B2;,
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Related Products of 5259-98-3, 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 5259-98-3 as follows.

4-chlorobutan-1-ol (1.0 equiv, 46.05 mmol, 5.00 g) and sodium azide (2.0 equiv, 92.10mmol, 5.99g) were dissolved in Water (50 mL) and refluxed at 100°C overnight. Reaction progression was checked by TLC, which showed full conversion. The reaction was left to cool to room temperature and the product was extracted with diethylether (5x). The combined organic layers were washed with brine and dried with sodium sulfate. Concentration in vacuo yielded the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5259-98-3, its application will become more common.

Reference:
Article; Saarbach, Jacques; Masi, Daniela; Zambaldo, Claudio; Winssinger, Nicolas; Bioorganic and Medicinal Chemistry; vol. 25; 19; (2017); p. 5171 – 5177;,
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Synthetic Route of 111-45-5, 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 111-45-5, name is 2-(Allyloxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of alcohol 4A (5.1 g, 1.0 eq) in DCM (50 mL) cooled to 0 C was added a solution of Et3N (7 g, 1.4 eq) followed by dropwise addition of MsCl (6.9 g, 1.2 eq). The reaction was stirred at 0 C for 2 hrs. The reaction mixture was quenched with water and the organic layer was washed with NaHC03 (10 mL) and brine, dried over Na2S04. The crude mixture was filtered and evaporated under reduced pressure to afford the compound 4B, which was used for next step reaction without further purification.

According to the analysis of related databases, 111-45-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; MA, Jingyuan; EMAYAN, Kumaraswamy; ADLER, Marc; (327 pag.)WO2018/9417; (2018); A1;,
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Electric Literature of 34598-50-0, 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. 34598-50-0, name is 5-Bromo-2,3-dihydro-1H-inden-1-ol. A new synthetic method of this compound is introduced below.

Step B: [(5-bromo-2,3-dihvdro-lH-inden-yl’)oxy]ft-butyl)dimethylsilane 5-bromoindan-l-ol (260 mg, 1.22 mmol) obtained in Step A was dissolved in methylene chloride (50 mL) and the mixture was cooled to 00C, followed by addition of trimethyldimethylsilyl trifluoromeihane sulfonate (355 mg, 1.34 mmol). After stirring for 30 min, the reaction temperature was elevated to room temperature. The reaction was terminated with addition of a saturated aqueous solution of ammonium chloride, followed by extraction with a 0.5N HCl aqueous solution. The organic layer was taken, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was directly used in subsequent reactions without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34598-50-0, 5-Bromo-2,3-dihydro-1H-inden-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; LG LIFE SCIENCES, LTD.; WO2009/38411; (2009); A2;,
Alcohol – Wikipedia,
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Synthetic Route of 17100-58-2, 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. 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol, molecular formula is C8H9BrO, 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 solution of ID (9.30 g, 46.3 mmol) in CH2CI2 (200 mL) under argon was added oxalyl chloride (10.1 mL, 116 mmol) at -78 C; then DMSO (9.85 mL, 139 mmol) was added dropwise with a venting needle. After the addition was complete, the venting needle was removed and the reaction mixture was stirred at -78 C under argon for 30 min. Then, NEt3 (38.7 mL, 278 mmol) was added dropwise. After stirring at the same temperature for 3 h, the reaction mixture was diluted with water (20 mL) and CH2C12 (50 mL) and the layers were separated. The aqueous layer was further extracted with CH2CI2 (3 x 100 mL) and the combined organic extracts were washed with water and brine, dried over MgS04, filtered, and concentrated. The crude product was purified by silica chromatography to give IE (yellow oil, 6.70 g, 33.7 mmol, 73% yield). 1H NMR (400 MHz, CDC13) delta 10.22 (1 H, s), 7.66 (1 H, d, J=8.28 Hz), 7.51 (1 H, dd, J=8.28, 1.76 Hz), 7.45 (1 H, s), 2.65 (3 H, s).

According to the analysis of related databases, 17100-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YE, Xiang-Yang; ELLSWORTH, Bruce A; JURICA, Elizabeth A; WO2015/171757; (2015); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 2173-69-5, Adding some certain compound to certain chemical reactions, such as: 2173-69-5, name is 2-Methyl-2-phenyl-1-propanol,molecular formula is C10H14O, 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 2173-69-5.

A solution of 2-METHYL-2-PHENYLPROPAN-1-OL (160mg) (J. Org Chem 1982,47, 2476-2479) in DMF (8ml) under nitrogen was treated with sodium hydride (60% dispersion in mineral oil, 47mg) and the mixture stirred at 20 for 15min. (5R)-3-(6-Bromohexyl)-5-(2, 2- DIMETHYL-4H-1, 3-BENZODIOXIN-6-YL)-1, 3-OXAZOLIDIN-2-ONE (400mg) was then added and the mixture was stirred at 20 for 5h. Phosphate buffer solution (pH 6.5, 15MOI) and water (15ml) were added and the mixture was extracted with EtOAc. The extract was washed with water and dried (NA2SO4). The solvent was evaporated in vacuo and the residue purified by flash chromatography on silica gel. Elution with ETOAC-PETROLEUM ether (1: 4) then (1: 2) gave an oil which was further purified by preparative thin layer chromatography on a silica plate (20 x 20cm). Elution with isopropyl acetate-toluene (2: 3) gave the title compound (100mg). LCMS RT = 3.92 min.

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. 2173-69-5, 2-Methyl-2-phenyl-1-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/37768; (2004); A2;,
Alcohol – Wikipedia,
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Related Products of 534-03-2, 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. 534-03-2, name is 2-Aminopropane-1,3-diol, molecular formula is C3H9NO2, 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: A stirred solution of 2-amino-1,3-propanediol (serinol) 4 (1 eq) and triethylamine (TEA) inMeOH (10 mL) was cooled at -20 C (carbon dioxide snow) and added dropwise a solutionof the corresponding acyl chloride (1.1 eq) in THF (5 mL). The reaction mixture was allowed towarm to room temperature and stirred overnight. Then it was poured into brine and extractedwith dichloromethane (3 10 mL). The combined organic phases were washed with brine, driedover MgSO4 and concentrated under reduced pressure. The residue was purified by flash columnchromatography on silica gel using as eluent EtOAc/MeOH (20:1 to 7:1) to provide the correspondingN-acyl serinol derivatives. 4.1.4. N-octanoyl Serinol (5)According to the general procedure serinol 4 (150 mg, 1.64 mmol) was treated with octyl chloride(1.81 mmol, 0.3 mL) and TEA (0.4 mL) to give 267 mg (75%) of 5 as an amorphous white solid.

According to the analysis of related databases, 534-03-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jimenez, Aranza; Garcia, Pablo; De La Puente, Sofia; Madrona, Andres; Camarasa, Maria Jose; Perez-Perez, Maria-Jesus; Quintela, Jose-Carlos; Garcia-del Portillo, Francisco; San-Felix, Ana; Molecules; vol. 23; 7; (2018);,
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Application of 23377-40-4, 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. 23377-40-4, name is 3-(Hexadecyloxy)propan-1-ol, molecular formula is C19H40O2, 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.

A suspension of 3-hexadecyloxypropan-1-ol (2.02 g, 6.72 mmol) and DIPEA (4.7 mL, 26.9mmol) in anhydrous methylene chloride (45 mL) was treated dropwise over a 10 minute period with 3-((chloro(diisopropylamino)phosphino)oxy)propanenitrile (3 mL, 13.45 mmol). After 18hours at room temperature, the mixture was quenched with saturated sodium bicarbonate solution (15 mL) and extracted with ethyl acetate (2 x 100 mL). Combined organic phases were concentrated to dryness, and the resulting crude residue purified by chromatography over silica gel (25 mm x 140 mm) using a solvent gradient from 10 to 20% ethyl acetate in hexanes to give hexadecyloxypropyl-(2-cyanoethyl) diisopropylphosphoramidite (2.1 g, 65%) as a white solid. 1H NMR (400 MHz, Chloroform-d) delta 3.89 – 3.54 (m, 6H), 3.49 (t, J= 6.3 Hz, 2H), 3.39 (t, J= 6.7 Hz, 2H), 2.64 (t, J= 6.6 Hz, 2H), 1.87 (p, J = 6.3 Hz, 2H), 1.57 (p, J= 6.3 Hz, 2H), 1.25 (s, 26H), 1.18 (dd, J = 6.8, 3.5 Hz, 12H), 0.87 (t, J= 6.6 Hz, 3H). 31P NMR (162 MHz,Chloroform-d) delta 147.40.

According to the analysis of related databases, 23377-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EMORY UNIVERSITY; PAINTER, George; BLUEMLING, Gregory R.; DE LA ROSA, Abel; LIOTTA, Dennis C.; (124 pag.)WO2017/106710; (2017); A1;,
Alcohol – Wikipedia,
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Reference of 110-73-6, 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. 110-73-6, name is 2-(Ethylamino)ethanol, molecular formula is C4H11NO, 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: To a solution of 2-(chloromethyl)-4-(cyclohexylmethoxy)-1Hbenzo[d]imidazole 7 (0.72 mmol) in DMF (5 mL), K2CO3(0.79 mmol) and appropriate amine 8 or 9 or 10 (0.79 mmol) wereadded. The resulting solution was stirred at 60 C for 3 h. Themixture was cooled, diluted with water, and then extracted withEtOAc. The combined organic extracts were washed with water,brine solution, dried over anhydrous Na2SO4 and then concentratedunder reduced pressure. The crude mixture was subjected to flashsilica gel (230-400 mesh) column chromatography (eluting with0e2% MeOH in dichloromethane) to afford the title compounds 5.

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:
Article; Boggu, Pulla Reddy; Kim, Youngsoo; Jung, Sang-Hun; European Journal of Medicinal Chemistry; vol. 181; (2019);,
Alcohol – Wikipedia,
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