Category: 14002-80-3

Synthetic Route of 14002-80-3, Adding some certain compound to certain chemical reactions, such as: 14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate,molecular formula is C6H12O3, 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 14002-80-3.

[0417] Synthesis of methyl 2,2-dimethyl-3-oxopropanoate (91A): To a suspension of methyl 2,2-dimethyl-3-hydroxypropionate (1.93 ml, 15.1 mmol) and trichloroisocyanuric acid (3.52 g, 15.1 mmol) in dichloromethane (30 ml) was added TEMPO (50 mg, 0.3 mmol) at 0 C. The reaction was warmed to room temperature and stirred for 3 hours. The mixture was filtered and the filtrate was washed with 1M sodium bicarbonate (30mL), followed by 1M HC1 (30 mL), and brine (30 mL). The organic layer was dried with sodium sulfate, filtered, and concentrated under vacuum. The crude product was taken to the next step without further purification.

According to the analysis of related databases, 14002-80-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD SCIENCES, INC.; BRIZGYS, Gediminas; CANALES, Eda; HALCOMB, Randall, L.; HU, Yunfeng, Eric; KATO, Darryl; LINK, John, O.; LIU, Qi; SAITO, Roland, D.; TSE, Winston, C.; ZHANG, Jennifer, R.; (253 pag.)WO2016/33243; (2016); A1;,
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Electric Literature of 14002-80-3, 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.14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, molecular weight is 132.16, as common compound, the synthetic route is as follows.

EXAMPLE 20a; Preparation of intermediate 2,2-dimethyl-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester; To a mixture of 3-hydroxy-2,2-dimethyl-propionic acid methyl ester (13.2 g, 0.1 mol), K2CO3 (20 g, 0.14 mol) and DMAP (6.2 g, 0.05 mol) in DCM (100 mL) was added p-toluenesulfonyl chloride (19 g, 0.1 mol). The mixture was stirred at room temperature overnight, then filtered. The filtrate was washed with HCl aq. (1 M) and water, dried over anhydrous Na2SO4 and concentrated to give the title compound (15 g).

The chemical industry reduces the impact on the environment during synthesis 14002-80-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chen, Li; Han, Xingchun; He, Yun; Yang, Song; Zhang, Zhuming; US2009/163512; (2009); A1;,
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Related Products of 14002-80-3, 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. 14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, 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.

Step (i): Methyl 3-(2-methoxyethoxy)-2,2-dimethylpropanoate (39) Sodium hydride (60 % wt in oil) (3.14 g, 78 mmol) was added to a stirred solution of methyl 3- hydroxy-2,2-dimethylpropanoate (5 mL, 39.2 mmol) in DMF (5.6 mL) at 0C, after 5 min 1- bromo-2-methoxyethane (7.4 mL, 78 mmol) was added dropwise, and the reaction mixture was allowed to stir for 3h. The reaction was quenched with sat. NH4CI (aq.) (30 mL) and the aqueous layer was extracted with DCM (2 x 50 mL), the combined organic layers were dried (MgS04), filtered and concentrated in vacuo. The crude oil was dissolved in EtOAc (125 mL) and washed with water (3 x 40 mL), dried (MgS04), filtered and concentrated in vacuo. The material was purified by vacuum distillation (68-69C, 4.4 mbar) to afford methyl 3-(2- methoxyethoxy)-2,2-dimethylpropanoate (39) (1.83 g, 25 %) as a colourless oil: 1 H NMR (400 MHz, CDCIs) delta: 3.68 (s, 3H), 3.60-3.58 (m, 2H), 3.52-3.50 (m, 2H), 3.49 (s, 2H), 3.37 (s, 3H), 1.19 (s, 6H).

According to the analysis of related databases, 14002-80-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF LEICESTER; ANDREW, Peter William; LONNEN, Rana; DAMASO, Mafalda Pires; FRICKEL, Fritz-Frieder; HIRST, Simon Christopher; DAVIES, Mark William; HAMZA, Daniel; WO2013/83975; (2013); A2;,
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Synthetic Route of 14002-80-3 ,Some common heterocyclic compound, 14002-80-3, molecular formula is C6H12O3, 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.

Compound 42; 3-[4-[1-(1-(2-(1-piperidinyl)phenyl)pentyl)aminocarbonylmethyl]phenoxy]-2,2-dimethylpropanoic acid; This product was synthesized in 3 steps. Step 1; 2-(methoxycarbonyl)-2-methylpropyl 4-methylbenzenesulfonate; Methyl 3-hydroxy-2,2-dimethylpropanoate (5.0 g, 37.83 mmol) was solubilized in dichloromethane (50 ml) and triethylamine (16.0 ml, 113.5 mmol) was added. The mixture was cooled to 0 C. and p-toluenesulfonyl chloride (7.2 g, 37.83 mmol) was added portionwise. The mixture was stirred at room temperature for 4 days and was thenhydrolyzed by water (50 ml). Layers were decanted and the organic phase was washed with 1M HCl (2×50 ml) and NaClsat (2×50 ml). It was dried with magnesium sulfate, filtered and concentrated and the resulting residue was purified by silica gel chromatography (cyclohexane/ethyl acetate 8/2). Yield: 29%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14002-80-3, its application will become more common.

Reference:
Patent; GENFIT; US2006/79696; (2006); 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.14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, molecular weight is 132.16, as common compound, the synthetic route is as follows.HPLC of Formula: C6H12O3

Example 2S nthesis of 2 , 2-dimethyl-3- (nitrooxy) propanoic acid HNO3 (2.4 mL, 54 mmol) was dissolved in AC2O (7.5 mL, 80 mmol) , cooled to 0C, and methyl 3-hydroxy-2 , 2-dimethylpropanoate (4 mL, 31 mmol) was added. The mixture was stirred for 1 hour, then poured into iced aHC03 (5%) and diluted with EtOAc. The organic phase was washed with brine, dried over Na2 S C>4 and concentrated affording methyl 2 , 2-dimethyl-3- (nitrooxy) propanoate as a clear oilThe residue was dissolved in NaOH (2.5 M, 20 mL) and MeOH (20 mL) and the solution was stirred at room temperature for 6 hours, and then acidified with HC1 (5%) to pH 3-4. The aqueous phase was extracted with EtOAc and the combined organic phases were washed with brine, dried over Na2 S C>4 and concentrated affording the title compound as a pale yellow solid (5.00 g, 98%)1H-NMR (CDCI3) : 4.53 (2H,s); 1.34 (6H,s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14002-80-3, Methyl 3-hydroxy-2,2-dimethylpropanoate, and friends who are interested can also refer to it.

Reference:
Patent; NICOX S.A.; ALMIRANTE, Nicoletta; IMPAGNATIELLO, Francesco; NICOTRA, Alessia; MANDELLI, Valentino; BRAMBILLA, stefania; WO2011/101245; (2011); A1;,
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Related Products of 14002-80-3, 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 14002-80-3 as follows.

Intermediate 5: Methyl 2,2-dimethyl-3-oxopropanoateTo a solution of methyl 3-hydroxy-2,2-dimethylpropanoate (2 g, 15.13 mmol) and TEMPO (0.236 g, 1.513 mmol) in dichloromethane (15 ml) was added iodobenzene diacetate (5.36 g, 16.65 mmol) and the solution was stirred for 3 hours at ROOM TEMPERATURE. The reaction was quenched with a saturated solution of NaHCtheta3/5%Na2S2theta3 (10ml) and extracted with DCM (20ml). The organic layer was washed with brine and then dried (Na2SO4), filtered and evaporated to afford the title compound (4.8 g, 14.75 mmol) as an -1 :1 mixture with iodobenzene that was used in the following reaction without further purification; 1H NMR (CDCI3) only signals relating to title compound: delta 1.38 (s, 6H), 3.78 (s, 3H), 9.69 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14002-80-3, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; GIANOTTI, Massimo; LESLIE, Colin Philip; STASI, Luigi Piero; WO2010/142652; (2010); A1;,
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Application of 14002-80-3 ,Some common heterocyclic compound, 14002-80-3, molecular formula is C6H12O3, 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.

LiOH (15.9 g, 37.9 mmol) in THF/MeOH/H2O (1:1:0.5, 62.5 mL) was added to a solution of 3-hydroxy-2,2-dimethylpropionate 14 (5 g, 37.9 mmol) in THF/MeOH (1:1, 25 mL) at 0 C. The solution was warmed to rt and stirred for 1.5 h, the reaction mixture was adjusted to pH 2 by addition of H2SO4. The solution was concentrated under reduced pressure to remove THF and the residue washed with H2O (10 mL), extracted with EtOAc (3 12 mL), dried over Na2SO4 and concentrated under reduced pressure to give the acid (3.3 g, 27.9 mmol, 73%) as a white solid. Benzyl bromide (1.9 mL, 16.1 mmol) was added to a solution of crude acid (2.0 g, 16.9 mmol) and K2CO3 (2.57 g, 18.6 mmol) in DMF (20 mL). The reaction mixture was stirred for 5 h then quenched by the addition of H2O (5 mL). The reaction mixture was extracted with Et2O (3 10 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2SO4 and concentrated under reduced pressure. Purification by column chromatography using 9:1 to 3:2 hexanes/EtOAc as eluent gave the title compound 20 (3.04 g, 86%) as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14002-80-3, its application will become more common.

Reference:
Article; Finch, Orla C.; Furkert, Daniel P.; Brimble, Margaret A.; Tetrahedron; vol. 70; 3; (2014); p. 590 – 596;,
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Synthetic Route of 14002-80-3, 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.14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, molecular weight is 132.16, as common compound, the synthetic route is as follows.

A solution of freshly distilled 25 sulfuryl chloride (3.3 mL, 45.4 mmol) in 26 Et2O (45 mL) was cooled to -78 C. under an atmosphere of Ar. A solution of 94 methyl 2,2-dimethyl-3-hydroxypropionate (3.0 g, 22.7 mmol) and 17 pyridine (2.2 mL, 27.2 mmol) in Et2O (20 mL) was added dropwise to the sulfuryl chloride solution over 30 min. The flask was rinsed with Et2O (3×5 mL) and the rinse was added to the reaction mixture. The mixture was stirred at -78 C. until completion (monitored by TLC, 30% EA/hex, 30 min). The precipitate was filtered, and the filtrate was concentrated under vacuum to afford 95 methyl 3-((chlorosulfonyl)oxy)-2,2-dimethylpropanoate(9a) (5.6 g, 70% yield). The mixture was stored at -78 C. and was used immediately for the next step without further purification. 1H-NMR (300 MHz, CDCl3) delta 4.50 (s, 2H), 3.74 (s, 3H), 1.31 (s, 6H).

Statistics shows that 14002-80-3 is playing an increasingly important role. we look forward to future research findings about Methyl 3-hydroxy-2,2-dimethylpropanoate.

Reference:
Patent; ARIXA PHARMACEUTICALS, INC.; GORDON, ERIC M.; DUNCTON, MATTHEW A.J.; FREUND, JOHN; (106 pag.)US2019/100516; (2019); A1;,
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Related Products of 14002-80-3 , The common heterocyclic compound, 14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, 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 methyl hydroxypivalate (1.31 g, 9.89 mmol) were added tetrahydrofuran (40 ml), hydroxyphthalimide (3.23 g, 19.78 mmol) and triphenylphosphine (6.48 g, 24.73 mmol). After this solution was cooled to 0C, diisopropyl azodicarboxylate (4.87 ml, 24.73 mmol) was added dropwise to the solution. While being allowed to warm gradually, the reaction mixture was stirred for 12 hours, and concentrated under reduced pressure. The residue was roughly purified by silica gel column chromatography to give the title compound (922 mg). 1H-NMR(CDCl3, 400MHz) delta(PPM) 1.35(6H, s), 3.74(3H, s), 4.26(2H, s), 7.27-7.76(2H, m), 7.81-7.85(2H, m)

The synthetic route of 14002-80-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1780197; (2007); 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. 14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H12O3

1005711 Step A: Preparation of methyl 3-(tert-butyldimethylsilyloxy)-2,2-dimethyl- propanoate: Methyl 3-hydroxy-2,2-dimethylpropanoate (1.000 g, 7.567 mmol), TBDMS-C1 (1.140 g, 7.567 mrnol) and imidazole (0.5666 g, 8.323 mrnol) were dissolved in DMF (5 mL, 7.567 mmol) and stirred at ambient temperature overnight. The reaction mixture was diluted with H20 (25 mL) and extracted with EtOAc (2 x 25mL). The combined organic phases were washed with brine (25 mL), dried with MgSO4, filtered and concentrated to afford the product (1.92 g, 103% yield). ?H NMR (CDC13) 6 3.66 (s, 3H), 3.57 (s, 2H), 1.15 (s, 6H), 0.87 (s, 911), 0.02 (s, 6H).

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, 14002-80-3, Methyl 3-hydroxy-2,2-dimethylpropanoate.

Reference:
Patent; ARRAY BIOPHARMA INC.; ANDREWS, Steven Wade; BLAKE, James F.; BRANDHUBER, Barbara J.; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78325; (2014); A1;,
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