Category: 42726-73-8

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. 42726-73-8, name is tert-Butyl methyl malonate, A new synthetic method of this compound is introduced below., COA of Formula: C8H14O4

Examples 1-9 demonstrate the ability to achieve consistent enantiomeric excess in the malonate/nitrostyrene reaction and that the absolute configuration of the product depends only on allosteric consequences of the oxidation state (and thus the propeller helicity of the ligand) and not on counter ion, solvent, concentration, loading, or base. The ability of Delta/Lambda-1 to catalyze the Michael addition of other nitrostyrenes and dimalonate esters was evaluated. All reactions were carried out using the indicated dimalonate ester (0.67 mmol, 2 equiv), the indicated nitrostyrene (0.34 mmol, 1 equiv), and NEt3 (10 mol percent) in MeCN (1 mL) with 5 mol percent catalyst Delta-1 or Lambda-1) at room temperature for 24 hours. The results are shown in Tables 5 and 6 below.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; NEW YORK UNIVERSITY; Canary, James; Mortezaei, Shahab; US2015/112066; (2015); A1;,
Ester – Wikipedia,
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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 42726-73-8 as follows. Recommanded Product: tert-Butyl methyl malonate

Example 143B 1-tert-butyl 3-methyl 2-(6-ethoxy-5-nitropyridin-2-yl)malonate To a solution of Example 143A, 6-chloro-2-ethoxy-3-nitropyridine (3 g, 14.81 mmol), in N,N-dimethylformamide (30 mL) at 0° C. was added sodium hydride (1.185 g, 29.6 mmol), and the mixture was stirred for 20 minutes. Then, tert-butyl methyl malonate (3.16 mL, 17.77 mmol) was added dropwise, and the mixture was stirred at ambient temperature for 2 hours. The mixture was diluted with ether and quenched with H2O. The mixture was partitioned. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure. The resulting residue was chromatographed on silica gel eluting with 0-20percent ethyl acetate/heptanes to provide the titled compound.

According to the analysis of related databases, 42726-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AbbVie Inc.; Altenbach, Robert J.; Liu, Huaqing; Clapham, Bruce; Aguirre, Ana L.; Cowart, Marlon; Koenig, John R.; Sarris, Kathy; Scanio, Marc J.; Swinger, Kerren K.; Vasudevan, Anil; Villamil, Clara I.; Woller, Kevin R.; (95 pag.)US9777020; (2017); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 42726-73-8,Some common heterocyclic compound, 42726-73-8, name is tert-Butyl methyl malonate, molecular formula is C8H14O4, 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 t-butyl methyl malonate (0.69 g, 3.9 mmol) in dimethylformamide (10 mL) was treated with sodium hydride (60percent in mineral oil, 0.16 g, 3.9 mmol) at 60° C. for 30 minutes. After cooling to room temperature, a solution of the compound of Example 1(a) (1.2 g, 3.0 mmol) in dimethylformamide (10 mL) was added dropwise. After stirring at room temperature overnight, the reaction mixture was diluted with ethyl acetate/hexanes (1:1, 100 mL) and washed with water (5.x.50 mL) and brine (50 mL), and dried (Na2SO4). After removing the solvent under the reduced pressure, the residue was dissolved in toluene (100 mL) and p-toluenesulfonic acid monohydrate (0.2 g, 1.0 mmol) was added. The resulting mixture was heated to reflux for 2h. After cooling to room temperature, the mixture was diluted with ethyl acetate (50 mL), washed with saturated NaHCO3 (50 mL) and brine (50 mL), and dried (Na2So4). After removing the solvent under the reduced pressure, the residue was purified by flash column chromatography (silica gel, 1:4 EtOAc/hexanes) to afford 0.47 g (40percent) of the title compound as a brown oil: 1H NMR (CDCl3) delta 7.34 (m, 5H), 4.55 (s, 2H), 3.67 (s, 3H), 3.54 (m, 3H), 3.33 (m, 2H), 3.05 (m, 1H), 2.68 (m, 3H), 2.16 (m, 1H), 1.25-1.70 (m, 12H), 0.93 (t, 3H). MS(ES) m/e 390 [M+H]+.

The synthetic route of 42726-73-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xiang, Jia-Ning; Christensen IV, Siegfried B.; Liao, Xiangmin; Cummings, Maxwell D.; US2004/77856; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 42726-73-8,Some common heterocyclic compound, 42726-73-8, name is tert-Butyl methyl malonate, molecular formula is C8H14O4, 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.

General procedure: alpha-Monosubstituted malonic diester 1 was synthesized according to the reported procedure as follows.3 tert-Butyl methyl malonate was purchased from Kanto Chemical, and used without further purification. The physical properties and spectral data of the new compounds, 2-(2-methylbenzyl)malonate 1g, 2-prenylmalonate 1l, and 2-(2-benzyloxyethyl)malonate 1o, are listed below. A 100 mL round-bottom flask equipped with a stirring bar was charged with tert-butyl methyl malonate (846 muL, 5.0 mmol) and DMF (10 mL). To the solution, sodium hydride (60percent oil suspension, 200 mg, 5.0 mmol) was added. The reaction was allowed to stir at 0 °C for 30 min. To the mixture, corresponding alkyl halide (5.0 mmol) was added at 0 °C and the mixture was stirred at room temperature for 24 h. To the reaction mixture, H2O was added, and the mixture was extracted with CH2Cl2 (3 * 20 mL), dried over MgSO4, and concentrated in vacuo. The remaining residue was purified by silica gel column chromatography (hexane/ethyl acetate) to afford the desired product 1.

The synthetic route of 42726-73-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Odanaka, Yuki; Kanemitsu, Takuya; Iwasaki, Kanako; Mochizuki, Yukiko; Miyazaki, Michiko; Nagata, Kazuhiro; Kato, Masaru; Itoh, Takashi; Tetrahedron; vol. 75; 2; (2019); p. 209 – 219;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 42726-73-8,Some common heterocyclic compound, 42726-73-8, name is tert-Butyl methyl malonate, molecular formula is C8H14O4, 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 mixture of tert-butyl methyl malonate (31.1 g, 179 mmol) and magnesium chloride(17.02 g, 179 mmol) in 350 mL acetonitrile at 0°C is added triethylamine (100 mL, 715mmol). The mixture is stirred for 15 minutes at 0°C. 3-(benzyloxy)-4-oxo-4H-pyran-2-carbonyl chloride (43 g, 162 mmol) in acetonitrile (30 mL) is added dropwise. The reaction mixture is allowed to warm to room temperature and stirred for two hours. The reaction mixture is cooled to 0°C and quenched with 30 mL 6N HCI. To the resulting mixture is added 1 L ether and the mixture is transferred to a separatory funnel. The aqueous layer is removed and the organics are washed with 2 X 300 mL water followed by washings with brine until the ether layer is clear. The organic layer is dried over magnesium sulphate, filtered, then concentrated to give 1-(tert-butyl) 3-methyl 2-(3-(benzyloxy)-4-oxo- 4H-pyran-2-carbonyl)malonate which is used without further purification.

The synthetic route of 42726-73-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; JAIN, Rama; KOESTER, Dennis Christofer; MANNING, James R.; SUTTON, James Clifford; TAFT, Benjamin R.; WAN, Lifeng; ZHAO, Qian; (148 pag.)WO2017/153919; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 42726-73-8, name is tert-Butyl methyl malonate, A new synthetic method of this compound is introduced below., COA of Formula: C8H14O4

A 100 mL round-bottom flask equipped with a stirring bar was charged with compound 7 (1000 mg, 5.8 mmol) and DMF (20 mL). To the solution, sodium hydride (60percent oil suspension, 233 mg, 5.8 mmol) was added. The reaction was allowed to stir at 0 °C for 1 h. To the mixture, 4-bromobenzyl bromide (1437 mg, 5.8 mmol) was added at 0 °C and the mixture was stirred at room temperature for 20 h. To the reaction mixture, H2O was added, and the mixture was extracted with CH2Cl2 (3x), dried over MgSO4, and concentrated in vacuo. The remaining residue was purified by silica gel column chromatography (hexanes/AcOEt = 90:10) to afford the desired product 4 (1551 mg, 79percent) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 7.39 (d, J = 8.3 Hz, 2H), 7.08 (d, J = 8.3 Hz, 2H), 3.70 (s, 3H), 3.53 (t, J = 7.8 Hz, 1H), 3.13 (d, J = 7.8 Hz, 2H), 1.40 (s, 9H); 13C NMR (100 MHz, CDCl3) delta 169.4, 167.5, 137.0, 131.5, 130.6, 120.5, 83.2, 54.3, 52.4, 34.0, 27.8; HR-FAB MS calcd for C15H20BrO4 [M+H]+ 343.0545, found 343.0558.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Kanemitsu, Takuya; Furukoshi, Saeka; Miyazaki, Michiko; Nagata, Kazuhiro; Itoh, Takashi; Tetrahedron Asymmetry; vol. 26; 4; (2015); p. 214 – 218;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 42726-73-8, name is tert-Butyl methyl malonate, A new synthetic method of this compound is introduced below., Product Details of 42726-73-8

Examples 1-9 demonstrate the ability to achieve consistent enantiomeric excess in the malonate/nitrostyrene reaction and that the absolute configuration of the product depends only on allosteric consequences of the oxidation state (and thus the propeller helicity of the ligand) and not on counter ion, solvent, concentration, loading, or base. The ability of Delta/Lambda-1 to catalyze the Michael addition of other nitrostyrenes and dimalonate esters was evaluated. All reactions were carried out using the indicated dimalonate ester (0.67 mmol, 2 equiv), the indicated nitrostyrene (0.34 mmol, 1 equiv), and NEt3 (10 mol percent) in MeCN (1 mL) with 5 mol percent catalyst Delta-1 or Lambda-1) at room temperature for 24 hours. The results are shown in Tables 5 and 6 below.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; NEW YORK UNIVERSITY; Canary, James; Mortezaei, Shahab; US2015/112066; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 42726-73-8, name is tert-Butyl methyl malonate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl methyl malonate

To a solution of sodium hydride (4.60 g, 115 mmol) in DMSO (120 mL) was added tert-butyl methyl malonate dropwise. The resulting solution was heated to 100°C for 30 min then cooled to room temperature, where 3-cyano-4-fluorobenzotriflulide (9.86 g, 52.0 mmol) was added and the reaction reheated to 100°C. After 2 h the reaction was cooled to room temperature and poured into a mixture of saturated aqueous ammonium chloride (400 mL), EA (100 mL) and hexanes (100 mL). The organic layer was separated and washed once with saturated aqueous ammonium chloride, three times with water and once with brine. Filtration through a short plug of silica gel, followed by concentration under reduced pressure gave a crude yellow oil. This product was dissolved in ethyl alcohol (50 mL), treated with Raney Nickel (-1 g), and placed on a Parr shaker under 50 psi H2. After 18 h the reaction was filtered through celite and concentrated under reduced pressure to give 12.5 g of product (76 percent). ESI-MS calc. for C15H16F3N03 : 315; found 631 (2M+H). H NMR (CDC13, 500 MHz) 8 7.60 (d, J = 10.0 Hz, 1H), 7.50 (s, 1H), 7.44 (d, J = 10.0 Hz, 1H), 7.24 (bs, 1H), 4.86 (d, J = 14. 5 Hz, 1H), 4.46 (t, J = 14.5 Hz, 2H), 2.20 (bs, 1H), 1.45 (bs, 9H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2003/93231; (2003); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 42726-73-8, name is tert-Butyl methyl malonate, This compound has unique chemical properties. The synthetic route is as follows., name: tert-Butyl methyl malonate

Sodium hydride (3.04 g of a 50percent oil dispersion, 127 mmol) is suspended in dimethylformamide (300 ml) and the suspension is cooled to 0° C. t-Butyl methyl malonate (20.08 g, 115 mmol) is added dropwise slowly and the reaction mixture is warmed to room temperature. 1,7-Dibromoheptane (29.75 g, 115 mmol) is added dropwise and the mixture is stirred for 3 hours. The mixture is partitioned between diethyl ether (500 ml) and water (1000 ml). The organic layer is washed with water (3*500 ml), brine (1*500 ml), dried (MgSO4) and the solvent is evaporated. The product is purified by silica gel chromatography (10percent ethyl acetate/hexane) to give t-butyl methyl 7-bromoheptylmalonate as an oil.

According to the analysis of related databases, 42726-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ciba-Geigy Corporation; US5244889; (1993); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 42726-73-8, name is tert-Butyl methyl malonate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 42726-73-8

Sodium hydride (15.6 g) was suspended in 300 mL of tetrahydrofuran under a nitrogen stream, and Compound1 (30 mL) was added dropwise over 30 minutes under ice cooling. After the mixture was stirred under ice cooling for 30minutes, methyl iodide (24.3 mL) was added dropwise, and the mixture was stirred at room temperature for 16 hours.To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The extract was washedwith saturated brine, and dried over anhydrous magnesium sulfate. The solution was concentrated under reducedpressure to obtain Compound 2 (24.76 g). The obtained Compound 2 (24.76 g) was dissolved in tetrahydrofuran (320mL), 1M lithium hydroxide tri-tert-butoxyaluminum (300 mL) was added dropwise over 45 minutes under a nitrogenstream at room temperature, and the mixture was heated at reflux for 2 hours. To the reaction solution was addedsaturated brine, and the mixture was filtered through Celite and washed with ethyl acetate. The filtrate was concentratedunder reduced pressure, to the concentrated residue were added ethyl acetate and water, and the mixture was extractedwith ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. Afterthe solution was concentrated under reduced pressure, the obtained residue was distilled under reduced pressure toobtain Compound 3 (13.52 g).MS (m/z): 175 [M+H]+

According to the analysis of related databases, 42726-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; SARUTA, Kunio; HAYASHI, Norimitsu; SAKURAI, Osamu; SAWAMOTO, Hiroaki; OBOKI, Eri; EP2862856; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics