A new synthetic route of 541-16-2

According to the analysis of related databases, 541-16-2, the application of this compound in the production field has become more and more popular.

Related Products of 541-16-2, 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 541-16-2 as follows.

Compound 168 (80 mg, 0.14 mmol) was dissolved in 10 mL of acetonitrile and iodomethane (86 [mu] L, 1.39 mmol) was added and reacted at room temperature for 24 hours.The reaction solution is directly concentrated,The compound 168 was rinsed with a 50 mL mixture of petroleum ether: dichloromethane = 4: 1 (v / v)Of the imidazole moiety of iodomethane salt 75 mg, yield 76%; A tryptamine (2.0 g, 12.5 mmol) was dissolved in 20 mL of tetrahydrofuran,(3.5 mL, 25 mmol) and tert-butoxycarboxylic anhydride (3.03 g, 15.0 mmol) were added in turn followed by reaction at 10 C for 1 hour,The reaction solution was poured into 100 mL of ice water and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, concentrated by flash column chromatography, and eluted with petroleum ether: ethyl acetate = 2: 1 (v / v) to give N- [2- (3-indole) ethyl] carbamic acid tert-butyl ester, yield 97%;A solution of tert-butyl N- [2- (3-indole) ethyl] carbamate(1.8 g, 6.92 mmol) was dissolved in 110 mL of THF / H2O (10: 1)Down to 0 C,DDQ (3.1 g, 13.8 mmol) was added and reacted at this temperature for two hours.The reaction solution was poured into 200 mL of ethyl acetate and washed with saturated sodium bicarbonate solution to a colorless color,The ethyl acetate layer was dried over anhydrous sodium sulfate and concentrated. The column was separated by flash column chromatography,Petroleum ether: ethyl acetate = 1: 1 (v / v)2- [3-oxo-2- (3-indole) ethyl] carbamate in a yield of 63%A solution of tert-butyl N- [2-oxo-2- (3-indole) ethyl] carbamate (200 mg, 0.73 mmol)Treated with 5 mL of trifluoroacetic acid, reacted at 10 C for one hour,Benzene (5 mL x 3 times) was obtained by azeotropic removal of trifluoroacetic acidN- [2-oxo-2- (3-indole) ethyl] trifluoroacetic acid in 185 mg, yield 93%.(75.0 mg, 0.105 mmol) of the imidazole moiety of compound 168 was dissolved in 2 mL of DMF and triethylamine (73.0 [mu] L, 0.525 mmol) and N- [2-oxyadienyl-2- (3-indole(85.4 mg, 0.315 mmol, 3.0 equiv) was added and reacted at room temperature for 24 hours.The reaction solution was diluted with 10 mL of ethyl acetate, washed with 1N hydrochloric acid,Dried over anhydrous sodium sulfate and concentrated.Semi-preparative HPLC separation, MeOH: H2O = 9: 1 (v / v)Eluting to give 40 mg of 3′-N- [N- (2-oxo-2- (3-indolyl) ethyl) aminothioformyl] staurosporine (169) in 56% yield.

According to the analysis of related databases, 541-16-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ocean University of China; Key Laboratory of Chemistry for Natural Products of Guizhou Province Chinese Academy of Sciences; Zhu, Weiming; Ma, Hongguang; Wang, Liping; Xu, Zhihong; Zhang, Yapeng; Wang, Yi; Liu, Peipei; (142 pag.)CN106083830; (2016); A;,
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The important role of Di-tert-Butyl malonate

According to the analysis of related databases, Di-tert-Butyl malonate, the application of this compound in the production field has become more and more popular.

541-16-2, 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 541-16-2 as follows.

2) Preparation of 2-cyclopropylmethyl-4-[2,2-di(tert-butoxycarbonyl)ethyl]-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-one After 55% sodium hydride (322 mg, 7.38 mmol) was added to a solution of di-tert-butyl malonate (970 mg, 4.48 mmol) in N,N-dimethylformamide (10 mL), 4-bromomethyl-2-cyclopropylmethyl-6-(3-fluoro-4-methoxyphen yl)-2H-pyridazin-3-one (1.8 g, 4.90 mmol) was added under ice-cold stirring. The reaction mixture was stirred at room temperature for 1 hour, poured into water, and extracted with ethyl acetate. The extract was washed with brine and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue was isolated and purified by chromatography on silica gel (hexane/ethyl acetate=3/1) to yield the title compound as a yellow powder (yield: 1.39 mg, 61.8%). 1H NMR (400 MHz, CDCl3) delta: 0.44-0.50 (2H, m), 0.50-0.58 (2H, m), 1.41 (18H, s), 1.56 (1H, m), 3.12 (2H, d, J=7.8 Hz), 3.87 (1H, t, J=7.8 Hz), 3.94 (3H, s), 4.09 (2H, d, J=7.8 Hz), 7.01 (1H, dd, J=8.5, 8.5 Hz), 7.43 (1H, d, J=8.5 Hz), 7.50 (1H, s), 7.57 (1H, dd, J=12.4, 2.2 Hz).

According to the analysis of related databases, Di-tert-Butyl malonate, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KOWA CO., LTD.; US2004/2497; (2004); A1;,
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Ester – an overview | ScienceDirect Topics

A new synthetic route of 541-16-2

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

A common heterocyclic compound, 541-16-2, name is Di-tert-Butyl malonate, molecular formula is C11H20O4, 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. 541-16-2.

To a suspension of benzyltriethylamrnonium chloride (21.0 g, 92.2 mmol) in a 50% aqueous NaOH solution (92.4 g in 185 mL H2O) was added 1,2-dibromobutane (30.0 g, 138.9 mmol) and di-tert-butylmalonate (20.0 g, 92.5 mmol). The reaction mixture was vigorously stirred 18 h at rt, a mixture of ice and water was then added. The crude product was extracted with CH2Cl2 (3¡Á) and sequentially washed with water (3¡Á), brine and the organic extracts combined. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The resulting residue was flash chromatographed (100 g SiO2, 3% Et2O in hexane) to afford the titled product (18.3 g, 67.8 mmol, 73% yield) which was used directly in the next reaction.

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

Reference:
Patent; Tu, Yong; Scola, Paul Michael; Good, Andrew Charles; Campbell, Jeffrey Allen; US2005/143316; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Continuously updated synthesis method about 541-16-2

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 541-16-2.

541-16-2, Adding some certain compound to certain chemical reactions, such as: 541-16-2, name is Di-tert-Butyl 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 541-16-2.

General procedure: alpha,beta-Unsaturated aldehyde (3.0 mmol) and malonate (3.0 mmol) were added into asolution of TiCl4 (6.0 mmol) in CCl4 (2.0 mL) and THF (10 mL) at 0 C, Then, pyridine (0.96 mL, 12.0 mmol) in THF (2 mL) was added dropwisely over 1 h. The resulting mixture was stirred at room temperature overnight. After quenched with water, the mixture was extracted with ethyl acetate, dried over Na2SO4, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography with hexane/ethyl acetate = 20/1 to afford the product.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 541-16-2.

Reference:
Article; Wei, Xu; Lu, Junzhu; Duan, Wei-Liang; Synthesis; vol. 48; 23; (2016); p. 4155 – 4160;,
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Ester – an overview | ScienceDirect Topics

The origin of a common compound about Di-tert-Butyl malonate

According to the analysis of related databases, 541-16-2, the application of this compound in the production field has become more and more popular.

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 541-16-2 as follows. 541-16-2

General procedure: alpha,beta-Unsaturated aldehyde (3.0 mmol) and malonate (3.0 mmol) were added into asolution of TiCl4 (6.0 mmol) in CCl4 (2.0 mL) and THF (10 mL) at 0 C, Then, pyridine (0.96 mL, 12.0 mmol) in THF (2 mL) was added dropwisely over 1 h. The resulting mixture was stirred at room temperature overnight. After quenched with water, the mixture was extracted with ethyl acetate, dried over Na2SO4, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography with hexane/ethyl acetate = 20/1 to afford the product.

According to the analysis of related databases, 541-16-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wei, Xu; Lu, Junzhu; Duan, Wei-Liang; Synthesis; vol. 48; 23; (2016); p. 4155 – 4160;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics