Category: alcohols-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 4845-50-5, 1,4-Dioxane-2,3-diol, 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, Quality Control of 1,4-Dioxane-2,3-diol, blongs to alcohols-buliding-blocks compound. Quality Control of 1,4-Dioxane-2,3-diol

To a solution of the corresponding compound 39G (0.9 mmol) in ethanol/water (30 mL/4 mL) was added l,4-dioxane-2,3-diol (130 mg, 1.08 mmol) and the resulting suspension was stirred at 30C overnight. The solvent was removed in vacuo and the residue was partitioned between water and EtOAc. The organic layer was separated and washed with water and brine, dried over Na2S04 and concentrated, and then purified by a standard method to give title product 39H.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4845-50-5, 1,4-Dioxane-2,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; POPOVICI-MULLER, Janeta; ZAHLER, Robert; YE, Zhixiong; WO2014/139144; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 30379-58-9 ,Some common heterocyclic compound, 30379-58-9, molecular formula is C9H10O3, 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 lithium 3-(cyclopropylmethoxy)-4-(N-(2-(4-methylpiperazin- l-yl)ethyl)methylsulfonamido)benzoate (theoretical 0.869 mmol) and EDC (349 mg, 1.821 mmol) in dry DCM (3 ml), benzyl 2-hydroxyacetate (151 mg, 0.910 mmol) and DMAP (1 1 1 mg, 0.910 mmol) were added at RT. The final mixture was stirred for 2 days, then the solvent was evaporated, the residue was portioned between water and EtOAc, the organic layer was washed with NaHC03 sat. sol. and brine, dried over Na2S04 and evaporated. The crude was purified by flash chromatography on silica gel (eluent: DCM/MeOH/32%NH4OH 95/5/0.5) to give 2-(benzyloxy)-2- oxoethyl 3-(cyclopropylmethoxy)-4-(N-(2-(4-methylpiperazin-l-yl)ethyl)- methylsulfonamido)benzoate as a colorless oil (370 mg, 0.661 mmol, 76% yield over 2 steps, MS/ESI+ 560.1 [MH] +).

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. 30379-58-9, Benzyl 2-hydroxyacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; ARMANI, Elisabetta; AMARI, Gabriele; CAPALDI, Carmelida; ESPOSITO, Oriana; PERETTO, Ilaria; WO2013/45280; (2013); A1;,
Alcohol – Wikipedia,
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Reference of 1450754-41-2 ,Some common heterocyclic compound, 1450754-41-2, molecular formula is C7H10N2O, 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.

4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)phenyl)picolinic acid, an intermediate with a monocarboxylic acid(0.063g, 0.145mmol)Dissolved in 3mL anhydrous tetrahydrofuran solution,Add EDC¡¤HCl (0.04 g, 0.218 mmol),HOBT (0.024 g, 0.174 mmol) was stirred well at 0 C, then DIPEA (0.094 g, .725 mmol) was added dropwise and stirred.1h,Add inPhotoaffinity group dipyridiniumAlkynyl chainConnector(0.02g, 0.145mmol),Stir at room temperature for 24 h,After the reaction is completed, the solvent is removed under reduced pressure, and an appropriate amount of ethyl acetate is added thereto, followed by washing with water and washing with saturated sodium hydrogen carbonate, and then sat.Washed with brine, combined with EtOAc (EtOAc m.The target compound was obtained, and weighed 0.03 g, yield 41.66%. Obtaining a general formula based on the VEGFR-2 inhibitor B14 photoaffinity probe

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. 1450754-41-2, 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Xi’an Jiaotong University; Zhang Jie; Lu Wen; Wang Sicen; Pan Xiaoyan; He Langchong; Sun Ying; Wang Jin; Song Jie; (10 pag.)CN109503553; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 20605-01-0, Diethyl 2,2-bis(hydroxymethyl)malonate, 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, Product Details of 20605-01-0, blongs to alcohols-buliding-blocks compound. Product Details of 20605-01-0

General procedure: A solution of diethyl 2,2-bis(hydroxymethyl) malonate(12 mmol), 1 (10 mmol) and sulfonated carbon(1.0 g) were heated to reflux in a mixture of N,N-dimethylformamide(10 mL) and cyclohexane (6 mL)under stirring for 3 h. After cooling to room temperature,the solution was filtered and the solvent was removed in vacuo, the residue was dissolved in EtOAc (15 mL),washed with saturated brine (10 mL ¡Á 2) and water(10 mL¡Á2), dried over anhydrous Na2SO4. The solventwas filtered and concentrated to give 2a-2d as colorless oil.

The synthetic route of 20605-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yuan, Lin; Li, Zhong Yan; Zhang, Min; Yuan, Xian You; Zhu, Xiao Qing; Journal of Nanoscience and Nanotechnology; vol. 17; 3; (2017); p. 2201 – 2205;,
Alcohol – Wikipedia,
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Electric Literature of 1261524-75-7, 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.1261524-75-7, name is 3-Bromo-2-chlorobenzyl Alcohol, molecular formula is C7H6BrClO, molecular weight is 221.48, as common compound, the synthetic route is as follows.

Step D: 5-bromo-4-chloro-2-benzofuran-l(3H)-one: To a flask charged with (3-bromo-2- chlorophenyl)methanol (1.1 g, 4.8 mmol) and a stir bar was added thallium trifluoroacetate (2.9 g, 5.3 mmol) and TFA (6 mL). The mixture was allowed to stir at RT for 16 hours. The volatiles were removed under reduced pressure. The residue was pumped under high vacuum for 15 minutes before palladium (II) chloride (0.085 g, 0.48 mmol), magnesium oxide (0.39 g, 9.6 mmol), lithium chloride (0.20 g, 4.8 mmol), and ethanol (30 mL) were added. The mixture was stirred under an atmosphere of carbon mono-oxide until the reaction turned black. The reaction was diluted with DCM. The suspension was filtered through a pad of celite to remove the solids. The filtrate was adsorbed onto silica gel, and purified by MPLC to afford the title compound.

Statistics shows that 1261524-75-7 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-chlorobenzyl Alcohol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; PIO, Barbara; TEUMELSAN, Nardos; PASTERNAK, Alexander; DEJESUS, Reynalda; WO2013/62892; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 100058-61-5, 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 100058-61-5 as follows.

Step 1: 4-((1r,3r)-3-(benzyloxy)cyclobutoxy)pyridine To a solution of pyridin-4-ol (3.20 g, 33.66 mmol, 1.5 eq) and 3-benzyloxycyclobutanol (4 g, 22.44 mmol, 1 eq) in tetrahydrofuran (200 mL) was added triphenylphosphine (7.06 g, 26.93 mmol, 1.2 eq) and diisopropyl azodicarboxylate (5.45 g, 26.93 mmol, 1.2 eq) in one portion at 10 C. under nitrogen. The mixture was stirred at 50 C. for 12 hours. The reaction mixture was concentrated under reduced pressure to remove tetrahydrofuran. Water (50 mL) was poured into the mixture and stirred for 1 minute. The aqueous phase was extracted with dichloromethane (50 mL*3). The combined organic phase was washed with brine (50 mL*2), dried with anhydrous sodium sulfate, filtered and concentrated in vacuum. The residue was purified by silica gel column chromatography (petroleum ether: tetrahydrofuran from 20:1 to 5:1). HPLC showed 41% of the product in 254 mm. The residue was purified by flash C18 column chromatography [acetonitrile: water (0.5% ammonium hydroxide)=5%-50%]. Compound 4-(3-benzyloxycyclobutoxy) pyridine (3.2 g, 12.53 mmol, 55% yield) was obtained as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100058-61-5, its application will become more common.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Berlin, Michael; Flanagan, John J.; Dong, Hanqing; Ishchenko, Alexey; (559 pag.)US2018/125821; (2018); A1;,
Alcohol – Wikipedia,
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Electric Literature of 2173-69-5, 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 2173-69-5 as follows.

To a solution of 2-methyl-2-phenyl-propan-1-ol (13.3 g, 87.0 mmol) in DMSO (150 mL) was added triethylamine (24.7 mL, 178.0 mmo) at rt, followed by pyridine sulfuric oxide (28.6 g, 180.0 mmol). The mixture was stirred for 2.5 h at rt. Water was added and the resulting mixture was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and concentrated to obtain the crude product 2-methyl-2-phenyl- propionaldehyde (12.0 mg, 91.6 %), which was used to the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2173-69-5, its application will become more common.

Reference:
Patent; NOVO NORDISK A/S; WO2008/84044; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 17773-10-3 ,Some common heterocyclic compound, 17773-10-3, molecular formula is C5H14INO, 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.

Intermediate 39 (150 mg, 0.15 mmol) was dissolved in DCM (4 ml) and hydroxyethyltrimethyl-ammonium iodide (173 mg, 0.75 mmol), EDC (86 mg, 0.45 mmol) and DMAP (55 mg, 0.45 mmol) were added. The mixture was stirred at RT for 7 h and water (4 ml) was added. The aqueous layer was separated and evaporated. Purification was achieved using HPLC system 3.Yield: 35 mg (16%)LC-MS (Method 1): Rt 6.78 min, m/z 585.80 [M2+]/2

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. 17773-10-3, Choline Iodide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARGENTA DISCOVERY LTD; WO2006/82412; (2006); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 6329-73-3, 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 6329-73-3 as follows.

Step 2; To a cold (ice water) suspension of sodium hydride (316 mg; 7.9 mmol) in anhydrous DMF (10 mL) is added a solution of the previous alcohol (1.31 gm; 7.9 mmol) in anhydrous DMF (5 mL) over 10 minutes. After allowing to room temperature over 30 minutes, this solution is added to a cold (ice water) stirred solution of 2,6-difluorobenzonitrile (1 gm; 7.2 mmol) in anhydrous DMF (15 mL), and allowed to room temperature overnight. The reaction mixture is poured into ice water with vigorous stirring and extracted with ethyl acetate. The organics are separated, washed with brine, dried over magnesium sulfate, and the solvent is removed to give 2.22 grams 2-(1-benzo[1,3]dioxol-5-yl-ethoxy)-6-fluorobenzonitrile.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6329-73-3, its application will become more common.

Reference:
Patent; DECODE CHEMISTRY, INC.; SINGH, Jasbir; GURNEY, Mark E.; WO2005/123724; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 20712-12-3, 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 20712-12-3 as follows.

Step 2: Synthesis of 2-amino-5-bromobenzaldehyde A mixture of (2-amino-5-bromophenyl)methanol (10 g, 49.5 mmol) and Mn02 (25.8 g, 296.6 mmol) in CH2C12 (400 mL) was stuffed at RT overnight. LCMS showed the reaction was completed. The solid was filtered off, and the filtrate was concentrated to give the titlecompound as a light yellow solid (8 g, 8 1percent), which was directly used in next step without further purification. MS (ES+) C7H6BrNO requires: 199, found: 200, 202 [M + H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20712-12-3, its application will become more common.

Reference:
Patent; BLUEPRINT MEDICINES; BIFULCO, Neil, Jr.; BROOIJMANS, Natasja; HODOUS, Brian, L.; KIM, Joseph, L.; MIDUTURU, Chandrasekhar, V.; WO2014/11900; (2014); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts