Category: 126430-46-4

Application of 126430-46-4, These common heterocyclic compound, 126430-46-4, name is Benzyl 4-bromobutanoate, 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.

b) Preparation of 4-(N-Boc-L-valyloxy)butyric acid benzyl ester N-Boc-L-valine (1.3 g, 6 mmole) was dissolved in dioxane (5 ml). To the solution was added tetrabutylammonium hydroxide aqueous solution (40%, 3.8 ml, 6 mmole), and the solution was evaporated and coevaporated with toluene several times. The residue was dissolved in DMF (15 ml) and 4-bromobutyric acid benzyl ester (1.28 g, 5 mmole) was added to it. The reaction was kept for 18 hr, and then poured into sodium bicarbonate aqueous solution and extracted with dichloromethane. The organic phase was dried and the product was isolated with silica gel column chromatography, 1.2 g.

Statistics shows that Benzyl 4-bromobutanoate is playing an increasingly important role. we look forward to future research findings about 126430-46-4.

Reference:
Patent; AB, Medivir; US2002/128301; (2002); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 126430-46-4, name is Benzyl 4-bromobutanoate, 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. Safety of Benzyl 4-bromobutanoate

REFERENCE EXAMPLE 33 A mixture of 4-bromobutyric acid benzyl ester (23.7 g), imidazole (8.1 g), potassium carbonate (14.0 g) and acetone (400 ml) was stirred under refluxing conditions for 6 hours. After the reaction mixture was cooled to room temperature, the insoluble solid was filtered off, the filtrate was concentrated. The residual oily substance was subjected to silica gel column chromatography and eluted with ethyl acetate-methanol (20:1, v/v) to yield 4-(1-imidazolyl)butyric acid benzyl ester (7.3 g, 33%) as an oily substance. NMR (delta ppm in CDCl3): 2.11 (2H, m), 2.34 (2H, t, J=6.8 Hz), 3.99 (2H, t, J=6.8 Hz), 5.12 (2H, s), 6.87 (1H, S), 7.05 (1H, s), 7.30-7.40 (5H, m).

The synthetic route of Benzyl 4-bromobutanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries; US5436247; (1995); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 126430-46-4, These common heterocyclic compound, 126430-46-4, name is Benzyl 4-bromobutanoate, 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.

REFERENCE EXAMPLE 26 A mixture of benzyl 4-bromobutanoate (58.6 diethylamine (58.3 g) and dichloromethane (1000 ml) was stirred under reflux for 14 hours. The reaction mixture was washed with water and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was subjected to column chromatography on silica gel. The fractions eluted with ethyl acetate gave benzyl 4-(N,N-diethylamino)butanoate (33.8 g, 60%). NMR (delta ppm in CDCl3): 0.99 (6H,t,J=7.2 Hz), 1.78 (2H,quintet,J=7.2 Hz), 2.39 (2H,t,J=7.2 Hz), 2.49 (4H,q,J=7.2 Hz), 5.11 (2H,s), 7.30-7.41 (5H,m).

The synthetic route of 126430-46-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5650410; (1997); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 126430-46-4,Some common heterocyclic compound, 126430-46-4, name is Benzyl 4-bromobutanoate, molecular formula is C11H13BrO2, 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.

REFERENCE EXAMPLE 8 A mixture of benzyl 4-bromobutyrate (23.7 g), imidazole (8.1 g), potassium carbonate (14.0 g) and acetone (400 ml) was stirred under reflux for 6 hours. After cooling the mixture to room temperature, the insoluble material was filtered off, and the filtrate was concentrated. The residual oil was subjected to column chromatography on silica gel. The fractions eluted with ethyl acetate/methanol (20/1, v/v) gave benzyl 4-(1-imidazolyl)butyrate (7.3 g, 33%) as an oil. NMR (delta ppm in CDCl3): 2.11 (2H,m), 2.34 (2H,t,J=6.8 Hz), 3.99 (2H,t,J=6.8 Hz), 5.12 (2H,s), 6.87 (1H,s), 7.05 (1H,s), 7.30-7.40 (5H,m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Benzyl 4-bromobutanoate, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5719157; (1998); 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. 126430-46-4, name is Benzyl 4-bromobutanoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

Step 2 4-(3-Benzyl-8-aza-bicyclo[3.2.1]oct-8-yl)-butyric Acid A mixture of 0.9 g of 4-bromobutyric acid benzyl ester, 0.5 g of 3-benzyl-8-aza-bicyclo[3.2.1]octane, 0.6 mL of N,N-diisopropylethylamine and 20 mL of acetonitrile was heated to 80 C. for 4 h. The mixture was cooled, concentrated under reduced pressure and partitioned between chloroform and saturated sodium carbonate. After drying over magnesium sulfate the extracts were concentrated to a thick oil, 1.4 g, which was a mixture of the benzyl ester of 4-(3-benzyl-8-aza-bicyclo[3.2.1]oct-8-yl)-butyric acid, benzyl 4-bromobutyrate, and butyrolactone. Hydrogenation over 0.5 g of palladium on carbon in 100 mL of ethanol under 1 atm of hydrogen overnight gave 0.9 g of 4-(3-benzyl-8-aza-bicyclo[3.2.1]oct-8-yl)-butyric acid after drying under vacuum at 100 C. overnight which was homogeneous by TLC (90:10:1 chloroform:methanol:ammonium hydroxide).

According to the analysis of related databases, 126430-46-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US6432976; (2002); B1;,
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. 126430-46-4, name is Benzyl 4-bromobutanoate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Benzyl 4-bromobutanoate

Compound 11 was synthesized in accordance with the following scheme. Synthesis of compound 10 is disclosed in J. Le Notre et al.. Adv. Synth. Catal. 349, 432 (2007), and synthesis was carried out on the basis thereof. Compound 9 (102.8 mg, 0.347 mmol, 1 eq.) and compound 10 (756.9 mg, 2.94 mmol, 8.5 eq.) were dissolved in acetonitrile (4 mE), N,N-diisopropylethylamine (512 pL, 2.94 mmol, 8.5 eq.) and a small amount of potassium iodide were added, and the mixture was heated and refluxed for 5.5 hours at 80 C. Water was added and then extracted using dichloromethane, the organic phase was washed using water and a saturated sodium chloride solution and dried using anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The resulting residue was purified by medium-pressure silica gel chromatography (eluent:n-hexane/ethyl acetate=86/14 to 65/35) to obtain the objective compound 11(91.7 mg, 56%). 1H NMR (400 MHz, CDCl3): delta 0.45 (s, 6H), 1.93(quin, 2H, J=7.2 Hz), 2.41 (t, 2H, J=7.2 Hz), 2.90 (s, 3H),2.94 (s, 6H), 3.34 (t, 2H, J=7.2 Hz), 3.95 (s, 2H), 5.10 (s,2H), 6.68 (dd, 1H, J=8.4, 2.8 Hz), 6.74 (dd, 1H, J=8.4, 2.8Hz), 6.95 (d, 1H, J=2.8 Hz), 6.99 (d, 1H, J=2.8 Hz), 7.15 (d,1H, J=8.4 Hz), 7.18 (d, 1H, J=8.4 Hz), 7.31-7.36 (m, 5H); 13C NMR (100 MHz, CDCl3): delta-2.7, 22.4, 31.8, 38.6, 39.2,41.2, 52.4, 66.4, 113.8, 114.2, 117.2, 117.3, 117.7, 128.3,128.4, 128.5, 128.65, 128.67, 134.8, 136.0, 136.1, 136.2,147.3, 148.8, 173.2; HRMS (ESI+): Calcd for [M+H]+,473.26188, Found, 473.26185 (-0.0 mmu).

According to the analysis of related databases, 126430-46-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The University of Tokyo; URANO, Yasuteru; KAMIYA, Mako; MOROZUMI, Akihiko; UNO, Shinnosuke; UMEZAWA, Keitaro; (37 pag.)US2018/52109; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics