Category: 71176-54-0

Synthetic Route of 71176-54-0, 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 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol. This compound has unique chemical properties. The synthetic route is as follows.

Compound (12S, 12aS)-9-((3-(4-mercapto-4- methylpentanamido)-5-((((R)-8-methoxy-6-oxo-1 1 , 12, 12a, 13-tetrahydro-6H- benzo[5,6][1 ,4]diazepino[1 ,2-a]indol-9-yl)oxy)methyl)benzyl)oxy)-8-methoxy-6- oxo-1 1 , 12, 12a, 13-tetrahydro-6H-benzo[5,6][1 ,4]diazepino[1 ,2-a]indole-12- sulfonic acid (CDA-2A) was prepared as follows: (0267) [01 14] 4-methyl-4-(methyldisulfanyl)pentanoic acid (1 .281 g, 6.59 mmol), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (2.53 g, 13.19 mmol), and 4-dimethylaminopyridine (0.081 g, 0.659 mmol) was added to a stirred solution of (5-amino-1 ,3-phenylene)dimethanol (1 .01 g, 6.59 mmol) in anhydrous dimethylformamide (16.48 ml_) and anhydrous tetrahydrofuran (16.48 ml). The resulting mixture was stirred for 18 hours at room temperature. The reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate (3 x 50 ml_). The organic extracts were washed with water and brine, then dried over anhydrous sodium sulfate. The solution was filtered and concentrated in vacuo and the resulting residue was purified by silica gel chromatography (ethyl acetate/hexanes) to obtain compound 2a as a white solid (0.70 g, 32percent yield). 1 H NMR (400 MHz, DMSO-d6: 59.90 (s, 1 H) 7.43 (s, 2H), 6.93 (s, 1 H), 5.16 (t, 2H, J = 5.7 Hz), 4.44 (d, 4H, J = 5.7 Hz), 2.43 (s, 3H), 2.41 -2.38 (m, 2H), 1 .92-1 .88 (m, 2H), 1 .29 (s, 6H). MS (m/z): found 330.0 (M = 1 )

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 71176-54-0, (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; IMMUNOGEN, INC.; VEIBY, Ole Peter; CHARI, Ravi, V. J.; LAMBERT, John M.; LAI, Katharine C.; HERBST, Robert W.; HILDERBRAND, Scott A.; (128 pag.)WO2017/136693; (2017); A1;,
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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. 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C8H11NO2

Compound 23 (5.6 g, 18.52 mmol) was dissolved in DCM (118 mL) andmethanol (58.8 mL). Diol24 (2.70 g, 17.64 mmol) and EEDQ (8.72 g, 35.3 mmol) wereadded and the reaction was stirred at rt overnight. The reaction mixture was concentratedand ethyl acetate was added to the residue. The resulting slurry was filtered, washed with ethyl acetate and dried under vacuum/N2 to give compound 25 as a white solid(2.79 g, 36percent yield). 1H NMR (400 MHz, DMSO-d6): 8 9.82 (s, 1H), 8.05, (d, 1H, J =9.2 Hz), 8.01 (d, 1H, J = 7.2 Hz), 7.46 (s, 2H), 6.95 (3, 1H), 5.21-5.12 (m, 2H), 4.47-4.42 (m, 4H), 4.40-4.33 (m, 1H), 4.33-4.24 (m, 1H), 3.58 (s, 3H), 2.33-2.26 (m, 2H),2.16-2.09 (m, 2H), 1.54-1.46 (m, 4H), 1.30 (d, 3H, J = 7.2 Hz), 1.22 (d, 3H, J = 4.4 Hz). LCMS = 2.894 min (8 min method). Mass observed (ESI+): 438.20 (M+H).

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Reference:
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; (163 pag.)WO2018/195243; (2018); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol, the common compound, a new synthetic route is introduced below. Quality Control of (5-Amino-1,3-phenylene)dimethanol

Compound 3d (5.6 g, 18.52 mmol) was dissolved in anhydrous dichloromethane (1 18 mL) and anhydrous methanol (58.8 mL). (5-amino-1 ,3- phenylene)dimethanol (2.70 g, 17.64 mmol) and EEDQ (8.72 g, 35.3 mmol) were then added, and the reaction was stirred at room temperature overnight. The solvent was stripped and ethyl acetate was added. The resulting slurry was filtered, washed with ethyl acetate, and dried under vacuum/N2 to give compound 3e (2.79 g, 36% yield). 1 H NMR (400 MHz, DMSO-d6): delta 9.82 (s, 1 H), 8.05, (d, 1 H, J = 9.2 Hz), 8.01 (d, 1 H, J = 7.2 Hz), 7.46 (s, 2H), 6.95 (3, 1 H), 5.21 -5.12 (m, 2H), 4.47-4.42 (m, 4H), 4.40-4.33 (m, 1 H), 4.33-4.24 (m, 1 H), 3.58 (s, 3H), 2.33-2.26 (m, 2H), 2.16-2.09 (m, 2H), 1 .54-1 .46 (m, 4H), 1 .30 (d, 3H, J = 7.2 Hz), 1 .22 (d, 3H, J = 4.4 Hz).

The synthetic route of 71176-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; IMMUNOGEN, INC.; VEIBY, Ole Peter; CHARI, Ravi, V. J.; LAMBERT, John M.; LAI, Katharine C.; HERBST, Robert W.; HILDERBRAND, Scott A.; (128 pag.)WO2017/136693; (2017); A1;,
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Reference of 71176-54-0, 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.71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol, molecular formula is C8H11NO2, molecular weight is 153.18, as common compound, the synthetic route is as follows.

Aniline compound 7 (100 mg, 0.653 mmol) and acid compound 6 (227 mg, 0.685 mmol) were suspended in CH2Cl2/MeOH (4.35 mL/2.2 mL) at rt. EEDQ (323 mg, 1.306 mmol) was added and the reaction was stirred at rt overnight. The solvent was concentrated and the residue was slurried in EtOAc (15 mL) and filtered. The solids were washed with EtOAc (2×15 mL) and was dried under vacuum/N2 to obtain compound 8 as a white solid (260 mg, 85percent yield). 1H NMR (400 MHz, DMSO-d6): delta 9.74 (s, 1H), 8.21-8.19 (m, 2H), 8.11-8.08 (m, 1H), 7.45 (s, 2H), 6.96 (s, 1H), 5.17 (t, 2H, J=5.7 Hz), 4.45 (d, 4H, J=5.6 Hz), 3.87 (d, 2H, J=5.8 Hz), 3.75 (dd, 4H, J=5.7, 13.4 Hz), 3.58 (s, 3H), 2.31-2.27 (m, 2H), 2.16-2.13 (m, 2H), 1.52-1.48 (m, 4H). LCMS=0.886 min (15 min method). Mass observed (ESI+): 489.3 (M+Na).

Statistics shows that 71176-54-0 is playing an increasingly important role. we look forward to future research findings about (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; IMMUNOGEN, INC.; Chari, Ravi V.J.; Miller, Michael Louis; Shizuka, Manami; (250 pag.)US2016/82114; (2016); A1;,
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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. 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol. This compound has unique chemical properties. The synthetic route is as follows. Safety of (5-Amino-1,3-phenylene)dimethanol

[0163] Step 5: Compound 84 (5.6 g, 18.52 mmol) was dissolved in anhydrous (0292) dichloromethane (118 mL) and anhydrous methanol (58.8 mL). (5-amino-l,3- phenylene)dimethanol (2.70 g, 17.64 mmol) and EEDQ (8.72 g, 35.3 mmol) were added and the reaction was stirred at room temperature, overnight. The solvent was stripped and ethyl acetate was added. The resulting slurry was filtered, washed with ethyl acetate and dried under vacuum/N2 to give compound 85 (2.79 g, 36% yield). 1H MR (400 MHz, OMSO-d6): delta 9.82 (s, 1H), 8.05, (d, 1H, J= 9.2 Hz), 8.01 (d, 1H, J= 7.2 Hz), 7.46 (s, 2H), 6.95 (3, 1H), 5.21-5.12 (m, 2H), 4.47-4.42 (m, 4H), 4.40-4.33 (m, 1H), 4.33-4.24 (m, 1H), 3.58 (s, 3H), 2.33-2.26 (m, 2H), 2.16-2.09 (m, 2H), 1.54-1.46 (m, 4H), 1.30 (d, 3H, J= 7.2 Hz), 1.22 (d, 3H, J= 4.4 Hz).

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, 71176-54-0, (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; IMMUNOGEN, INC.; BARTLETT, Elizabeth; (91 pag.)WO2017/91745; (2017); A1;,
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Electric Literature of 71176-54-0, 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. 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol, molecular formula is C8H11NO2, 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.

Compound 27:25 26 27[227] To a solution of 5-nitro-m-xylene-alpha,alpha’-diol 25 (1.07 g, 5.84 mmol) in methanol (50 mL) was added Pd/C (10percent, 311 mg, 0.29 mmol). Hydrogen was introduced to replace the air then the mixture was hydrogenated (H2, 5 psi) for 2 hours at room temperature. The solution was filtered through celite and the filtrate was evaporated by rotary evaporation in vacuo to give compound 26 as a white solid (900 mg, y = 100percent). 1H NMR (400 MHz, MeOD): delta 6.71 (s, IH), 6.66 (s, 2H), 4.51 (s, 4H); 13C NMR (400 MHz, MeOD): delta 148.9, 143.8, 116.7, 114.3, 65.5; It was dissolved in anhydrous acetonitrile (30 mL) and ethyl bromoacetate (443 mul, 4.67 mmol) and potassium carbonate (807 mg, 5.84 mmol) were added. The mixture was put in a 86 0C oil bath and refluxed for 17 hours. The reaction mixture was removed from the oil bath, cooled to room temperature and diluted with dichloromethane. It was filtered through celite and the solid was washed with dichloromethane. White precipitate appeared in the filtrate. It was col]ected by filtration to give compound 27 (414 mg, y = 39percent) as a white solid. 1H NMR (400 MHz, MeOD): delta 6.67 (s, IH), 6.53 (s, 2H), 4.51 (s, 4H), 3.94 (s, 2H), 3.73 (s, 3H); 13C NMR (400 MHz, MeOD): delta 174.0, 149.7, 143.9, 116.2, 111.6, 65.6, 52.6, 46.5; MS (m/z): found 248.0 (M + Na)+.

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 71176-54-0, (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; IMMUNOGEN, INC.; LI, Wei; FISHKIN, Nathan, Elliott; ZHAO, Robert, Yongxin; MILLER, Michael, Louis; CHARI, Ravi, V., J.; WO2010/91150; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 71176-54-0, 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 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol. This compound has unique chemical properties. The synthetic route is as follows.

Compound 28:[228] To a solution of 5-nitro-m-xylene-alpha,alpha’-diol 25 (564 mg, 3.08 mmol) in methanol (35 mL) was added Pd/C (10percent, 164 mg, 0.154 mmol). Hydrogen was introduced to replace the air then the mixture was hydrogenated (H2, 5 psi) for 2 hours at room temperature. The solution was filtered through celite and the filtrate was evaporated by rotary evaporation in vacuo to give compound 26, which was dissolved in anhydrous acetonitrile (15 mL) and methyl 4- bromobutyrate (557 mg, 3.08 mmol) and potassium carbonate (426 mg, 3.08 mmol) were added. The mixture was put in a 86 0C oil bath and refluxed for 18 hours. The reaction mixture was removed from the oil bath, cooled to room temperature and diluted with dichloromethane. It was filtered through celite and the solid was washed with dichloromethane/acetonitrile (1 :1). The filtrate was evaporated under reduced pressure and the residue was purified through silica gel chromatography (Combiflash, dichloromethane/methanol) to give compound 28 (292 mg, y = 37percent) as a white solid. 1H NMR (400 MHz, MeOD): delta 6.62 (s, IH), 6.55 (s, 2H), 4.50 (s, 4H), 3.65 (s, 3H), 3.13 (d, J = 7.2 MHz, 2H), 2.43 (d, J = 7.2 MHz, 2H), 1.89 (p, J = 7.2 MHz, 2H); 13C NMR (400 MHz, MeOD): delta 175.9, 150.5, 143.7, 115.5, 111.7, 65.7, 52.2, 44.3, 32.5, 25.8; MS (m/z): found 276.0 (M + Na)+.

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 71176-54-0, (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; IMMUNOGEN, INC.; LI, Wei; FISHKIN, Nathan, Elliott; ZHAO, Robert, Yongxin; MILLER, Michael, Louis; CHARI, Ravi, V., J.; WO2010/91150; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 71176-54-0, 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.71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol, molecular formula is C8H11NO2, molecular weight is 153.18, as common compound, the synthetic route is as follows.

A solution of methyl sebacate (3.8 g, 17 mmol), 15 (2.5 g, 17 mmol) and EEDQ (8.1 g, 33 mmol) in 2: 1 dichloromethane / methanol (200 mL) was stirred at room temperature for 2 hours. Upon completion the solution was concentrated to dryness. The solid obtained was triturated with dichloromethane (50 mL) and filtered. The solid was rinsed with cold dichloromethane and air dried to afford 16 as a colorless solid (4.3 g, 72percent). Rf (0.33, EtOAc).

Statistics shows that 71176-54-0 is playing an increasingly important role. we look forward to future research findings about (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; PROTIVA BIOTHERAPEUTICS, INC.; HEYES, James; HOLLAND, Richard J.; MARTIN, Alan D.; WOOD, Mark; (201 pag.)WO2017/177326; (2017); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol, the common compound, a new synthetic route is introduced below. Formula: C8H11NO2

Compound 101 (923 mg, 1.65 mmol) and (5-amino-1,3-phenylene)dimethanol (240 mg, 1.57 mmol) were dissolved in DMF (5.2 ml). EDC.HCl (601 mg, 3.13 mmol), and DMAP (96 mg, 0.78 mmol) were added at room temperature and the reaction was stirred overnight at room temperature. The reaction was diluted with ethyl acetate and washed with water three times. The organic layer was dried, concentrated in vacuo and purified by silica gel chromatography (DCM/MeOH) to give Compound 102 (150 mg, 20percent yield). LCMS=3.91 min (8 min method). MS (m/z): 472.2 (M+1)+. 1H NMR (400 MHz, MeOD): delta 9.69 (s, 1H), 8.21 (d, 1H, J=6.8 Hz), 8.18 (d, 1H, J=6.8 Hz), 7.52 (s, 2H), 7.12 (s, 1H), 4.58 (s, 4H), 4.44-4.48 (m, 1H), 4.29-4.32 (m, 1H), 3.34 (s, 2H), 2.38 (s, 3H), 2.34-2.40 (m, 2H), 1.90-1.95 (m, 2H), 1.43 (d, 3H, J=7.2 Hz), 1.36 (d, 3H, J=7.2 Hz), 1.30 (s, 6H).

The synthetic route of 71176-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IMMUNOGEN, INC.; Chari, Ravi V.J.; Miller, Michael Louis; Shizuka, Manami; (250 pag.)US2016/82114; (2016); A1;,
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