Category: 26021-57-8

Adding a certain compound to certain chemical reactions, such as: 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-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, 26021-57-8, blongs to alcohols-buliding-blocks compound. COA of Formula: C8H9NO2

General procedure: To a mixture of 9 (100mg, 0.74mmol) (the general procedure for the synthesis of intermediate 9 was presented in supporting information), 3-chlorobenzaldehyde (104mg, 0.74mmol) and ethyl 2-cyanoacetate (83muL, 0.78mmol) in anhydrous EtOH (5mL) was added piperdine (136muL, 1.48mmol). The reaction mixture was stirred for 16hat 80C under N2 atmosphere. The resulting reaction mixture was evaporated to dryness under reduced pressure. The residue was purified by flash column chromatography eluting with CH2Cl2/MeOH (200:1-100:1, v/v) to afford the title compound (9a) as a slight yellow solid (210mg, 77% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26021-57-8, its application will become more common.

Reference:
Article; Zhang, Huijun; Fang, Xiong; Meng, Qian; Mao, Yujia; Xu, Yan; Fan, Tingting; An, Jing; Huang, Ziwei; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 380 – 396;,
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Adding a certain compound to certain chemical reactions, such as: 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-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, HPLC of Formula: C8H9NO2, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C8H9NO2

Compound 54 (50 mg, 0.33 mmol) was dissolved in a solution of z-Pr0H/H20 (9/1, 1 mL) at 80 C for 30 min. A suspended solution of 7 (63 mg, 0.35 mmol) and HCIO4 (70%, 30 pL) in 90% i- PrOH (2 mL) was added in 4 portions over 1 h. The resulting solution was stirred overnight. After which, the dark blue solution was evaporated under reduced pressure, and the residue was purified on a Biotage Isolera Flash System using SNAP Ultra cartridge with a mobile phase of CHCh and MeOH containing 0.5% formic acid (gradient, 2-15% of MeOH in CHCh). The fractions containing product were pooled and evaporated, affording LGW-03-41 (50 mg, 44%) as a dark blue solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, and friends who are interested can also refer to it.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; GIBBS, Summer L.; WANG, Lei G.; BARTH, Connor W.; (159 pag.)WO2020/23911; (2020); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 26021-57-8, 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 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol. This compound has unique chemical properties. The synthetic route is as follows.

c1) (S)-(3-((3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)oxy)pyrrolidin-1-yl)(tetrahydro-2H-pyran-4-yl)methanone A stirred solution of 3,4-dihydro-2H-benzoxazin-6-ol (CAS registry 26021-57-8) (0.140 g, 0.926 mmol) in DMF (3 ml) was treated with sodium hydride (60% in mineral oil, 0.445 g, 1.111 mmol) at rt. After 10 min at rt, (R)-1-(tetrahydro-2H-pyran-4-carbonyl)pyrrolidin-3-yl methanesulfonate (0.283 g, 1.019 mmol) was added. The vial was capped and heated to 50 C. for 3 h. After this time, the reaction mixture was concentrated under reduced pressure. The residue was dissolved in EtOAc (50 ml), and water (50 ml) was added. The organic layer was washed with a saturated NaCl solution (20 ml), dried with MgSO4, filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel (DCM/methanol gradient) to provide the title compound as a grey amorphous solid. HPLC RtM10=2.07 min; ESIMS: 333 [(M+H)+]. 1H NMR (400 MHz, DMSO-d6): delta 6.55-6.50 (m, 1H), 6.15-6.11 (m, 1H), 6.07-6.00 (m, 1H), 5.77 (br s, 1H), 4.88-4.74 (m, 1H), 4.06-4.01 (m, 2H), 3.90-3.22 (m, 10H), 2.75-2.58 (m, 1H), 2.15-1.95 (m, 2H), 1.65-1.45 (m, 4H).

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 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; CHAMOIN, Sylvie; FURET, Pascal; HOGENAUER, Klemens; HURTH, Konstanze; KALIS, Christoph; KAMMERTOENS, Karen; LEWIS, Ian; MOEBITZ, Henrik; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; WOLF, Romain; ZECRI, Frederic; US2013/165436; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 26021-57-8, 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 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol. This compound has unique chemical properties. The synthetic route is as follows.

a) (S)-3-(3,4-Dihydro-2H-benzo[1,4]oxazin-6-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester A solution of 3,4-dihydro-2H-benzo[1,4]oxazin-6-ol (CAS registry 26021-57-8) (4.0 g, 26.5 mmol) in DMF (150 ml) was treated with NaH (2.117 g, 52.9 mmol) for 20 min at 20 C. (R)-3-Methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester (CAS registry 127423-61-4) (9.13 g, 34.4 mmol) was added. After stirring for 22 h at rt the reaction mixture was concentrated to dryness, then taken up with EtOAc, filtered through hyflo and the filtrate was washed with sat. aq. Na2CO3 solution. Combined organic layers were washed with brine, dried over Na2SO4, filtered and evaporated. The crude product was purified by flash chromatography on silica gel (cyclohexane/isopropanol 100:0 to 85:15 in 40 min) to provide the title compound as a yellow oil. HPLC RtM8=1.84 min; ESIMS: 321 [(M+H)+]. 1H NMR (400 MHz, DMSO): 6.52 (d, 1H), 6.12 (d, 1H), 6.02 (m, 1H), 5.76 (m, 1H), 4.75 (br s, 1H), 4.01-40.5 (m, 2H), 3.27-3.50 (m, 4H), 3.22-3.26 (m, 2H), 1.95-2.08 (m, 2H), 1.39 (m, 9H).

According to the analysis of related databases, 26021-57-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; CHAMOIN, Sylvie; FURET, Pascal; HOGENAUER, Klemens; HURTH, Konstanze; KALIS, Christoph; KAMMERTOENS, Karen; LEWIS, Ian; MOEBITZ, Henrik; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; WOLF, Romain; ZECRI, Frederic; US2013/165436; (2013); A1;,
Alcohol – Wikipedia,
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Application of 26021-57-8, 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.26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, molecular formula is C8H9NO2, molecular weight is 151.1626, as common compound, the synthetic route is as follows.

General procedure: To a mixture of 9 (100mg, 0.74mmol) (the general procedure for the synthesis of intermediate 9 was presented in supporting information), 3-chlorobenzaldehyde (104mg, 0.74mmol) and ethyl 2-cyanoacetate (83muL, 0.78mmol) in anhydrous EtOH (5mL) was added piperdine (136muL, 1.48mmol). The reaction mixture was stirred for 16hat 80C under N2 atmosphere. The resulting reaction mixture was evaporated to dryness under reduced pressure. The residue was purified by flash column chromatography eluting with CH2Cl2/MeOH (200:1-100:1, v/v) to afford the title compound (9a) as a slight yellow solid (210mg, 77% yield).

The chemical industry reduces the impact on the environment during synthesis 26021-57-8, I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Huijun; Fang, Xiong; Meng, Qian; Mao, Yujia; Xu, Yan; Fan, Tingting; An, Jing; Huang, Ziwei; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 380 – 396;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-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, 26021-57-8, blongs to alcohols-buliding-blocks compound. name: 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol

Compound 54 (36 mg, 0.24 mmol) was dissolved in a solution of z-PrOFl/FhO (9/1, 1 mL) at 80 C for 30 min. A suspended solution of 35 (52 mg, 0.25 mmol) and HCIO4 (70%, 25 pL) in 90% z-PrOH (2 mL) was added in 4 portions over 1 h. The resulting solution was stirred overnight. After which, the dark blue solution was evaporated under reduced pressure, and the residue was purified on a Biotage Isolera Flash System using SNAP Ultra cartridge with a mobile phase of CHCh and MeOH containing 0.5% formic acid (gradient, 2-15% of MeOH in CHCh). The fractions containing product were pooled and evaporated, affording LGW-03-37 (27 mg, 32%) as a dark blue solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26021-57-8, its application will become more common.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; GIBBS, Summer L.; WANG, Lei G.; BARTH, Connor W.; (159 pag.)WO2020/23911; (2020); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 26021-57-8, Adding some certain compound to certain chemical reactions, such as: 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol,molecular formula is C8H9NO2, 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 26021-57-8.

1-(6-hydroxy-2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)ethan-1 -one (72). Compound 54 (1 g, 6.62 mmol) was suspended in 10 mL Dl water, to which Acetic anhydride (2.5 mL, 26.46 mmol) was added dropwise. The reaction mixture was placed in an ultrasonication bath for 1 min, then was stirred in a water bath (50 C) for 10 min. The resulting solution was stirred overnight at rt. After which, the solid was collected via vacuum filtration and washed with small portions of Dl water. The product was left in the funnel and air dried overnight to afford compound 72 (1.21 g, 95%) as a white solid, which was used for the next step without further purification.

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. 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; OREGON STATE UNIVERSITY; GIBBS, Summer L.; BARTH, Connor W.; ALANI, Wathah G.; SHAH, Vidhiben; WANG, Lei; (167 pag.)WO2020/33435; (2020); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-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, Quality Control of 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, blongs to alcohols-buliding-blocks compound. Quality Control of 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol

Compound 54 (50 mg, 0.33 mmol) was dissolved in a solution of /-PrOH/H20 (9/1 , 3 mL) at 80 C for 30 min. Compound 57 (99 mg, 0.33 mmol) was added to the solution above in 5 portions over 15 mins. Then the reaction mixture was treated with HCIO4 (70%, 30 m). The resulting solution was stirred overnight. After which, the dark blue solution was evaporated under reduced pressure, and the residue was purified on a Biotage Isolera Flash System using SNAP Ultra cartridge with a mobile phase of CHCI3 and MeOH containing 0.5% formic acid (gradient, 2-15% of MeOH in CHCI3). The fractions containing product were pooled and evaporated, affording LGW-03-65 (62 mg, 55%) as a dark blue solid.

The synthetic route of 26021-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; OREGON STATE UNIVERSITY; GIBBS, Summer L.; BARTH, Connor W.; ALANI, Wathah G.; SHAH, Vidhiben; WANG, Lei; (167 pag.)WO2020/33435; (2020); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, molecular formula is C8H9NO2, 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. Recommanded Product: 26021-57-8

i) 1-(6-Hydroxy-2, 3-dihvdro-benzof1, 4loxazin-4-vl)-3-methoxy-propan-1-one A suspension of 0.58 g of 3,4-dihydro-2H-benzo [1,4] oxazin-6-ol in 25 ml of dichloromethane is treated with 0. 613 ml of pyridine and then cooled to 0C. 0.906 ml of 3- methoxypropionyl chloride are added and the reaction mixture is allowed to slowly warm to room temperature. After stirring for 2. 5 hours, the reaction mixture is concentrated by evaporation-the residue is partitioned between ethyl acetate and water. The organic phase is washed with 1 N HCI, water and brine, dried over sodium sulphate and concentrated by evaporation. The crude ester-amide intermediate is dissolved in 30 ml of methanol and treated with 1.2 ml of 1 N aqueous potassium hydroxide solution. After 2 hours, the reaction mixture is concentrated by evaporation-the residue is diluted with ethyl acetate, water and 1 N HCI. The separated organic phase is washed with water and brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a light brown oil from the residue by means of flash chromatography (SiO2 60F). Rf = 0.54 (EtOAc); Rt = 2.62.

With the rapid development of chemical substances, we look forward to future research findings about 26021-57-8.

Reference:
Patent; Speedel Experimenta AG; WO2005/37803; (2005); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 26021-57-8 , The common heterocyclic compound, 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, molecular formula is C8H9NO2, 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.

A solution of 209.1 mg of 2-ethylbenzene-1 ,4-diamine dihydrochloride (1 mmol) and 151.1 mg of 3-aminophenol (1 mmol) in 2 ml of ethanol and 1 ml of water is adjusted to a pH of 9.5 with 20% aqueous ammonia solution. 0.21 ml of 30% aqueous hydrogen peroxide solution is then added. The reaction medium is stirred at room temperature for 5 hours. The precipitate formed is filtered off, rinsed with water-ethanol and then dried under vacuum. 148 mg of a mixture of isomers of 2-(4-amino-2 or 3-ethylphenylamino)-5-(2- hydroxyethylamino)[1 ,4]benzoquinone, compound (1 ) are isolated in the form of a green- brown powder. MS (ES+): [M+H] = 302.

The synthetic route of 26021-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; L’OREAL; SABELLE, Stephane; LEDUC, Madeleine; WO2014/191354; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts