Category: 38336-04-8

Adding a certain compound to certain chemical reactions, such as: 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, belongs to ethers-buliding-blocks compound, 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 38336-04-8, SDS of cas: 38336-04-8

In a sealable vial, a solution of compound 173 (0.71 g, 2.81 mmol) and 2-(benzyloxy)-l-ethaneamine (0.85 g, 5.62 mmol) in benzene (20 mL) was flushed with N2. The vial was sealed and heated at 80 C for 4 h. After cooled to room temperature, the reaction mixture was partitioned between sat. aq. KH2PQ4 (50 mL) and EtOAc (50 mL). The organic extract was washed with brine (50 mL), dried with MgSOr, filtered, and concentrated. The residue was purified by column chromatography (silica gel, eluting with 25% EtOAc in hexanes) to give compound 269e (0.91 g, 84% yield) as a light yellow oil. m/z = 386 (M+l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(Benzyloxy)-1-ethanamine, and friends who are interested can also refer to it.

Reference:
Patent; REATA PHARMACEUTICALS, INC.; JIANG, Xin; VISNICK, Melean; BENDER, Christopher, F.; BOLTON, Gary; CAPRATHE, Bradley; LEE, Chitase; KORNBERG, Brian; O’BRIEN, Patrick; HOTEMA, Martha, R.; (420 pag.)WO2019/241796; (2019); A1;,
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38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 38336-04-8

To a mixture of Boc-Ala-OSu (6.08 g, 21.2 mmol) in DCM (40 mL) was added dropwise a solution of 2-(benzyloxy)-1-ethanamine (3.38 g, 22.3 mmol) in DCM (10 mL) at 0 oC. The mixture was allowed to slowly warm to room temperature overnight. After 23 h, the reaction mixture was quenched with saturated NaHCO3, extracted with DCM (3x), dried over Na2SO4. After the solvent was evaporated under reduced pressure, the residue was purified by flash chromatography on silica gel (120 g column) eluted with 0 to 50% ethyl acetate/hexanes to afford tert-butyl (S)-(1-((2- (benzyloxy)ethyl)amino)-1-oxopropan-2-yl)carbamate (6.87 g). ESI-MS m/z 345.2 (M+Na)+, 267.2 (M+H-56)+.

The synthetic route of 38336-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VENATORX PHARMACEUTICALS, INC.; BURNS, Christopher J.; DAIGLE, Denis; CHU, Guo-Hua; HAMRICK, Jodie; BOYD, Steven A.; ZULLI, Allison L.; MESAROS, Eugen F.; CONDON, Stephen M.; TROUT, Robert E. Lee; MYERS, Cullen L.; XU, Zhenrong; (327 pag.)WO2019/226931; (2019); A1;,
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Electric Literature of 38336-04-8,Some common heterocyclic compound, 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, molecular formula is C9H13NO, 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 solution of(2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-isothiocyanato-tetrahydro-2H-pyran-2,4,5-triyl triacetate (9.8 g, 25 mmol) in dichloromethane (100 mL) was added 128 (4 g, 26 mmol) at 0 C. After stirred for 2 hours, trifluoro acetic acid (15.4 g, 159 mmol) was added. The resulting solution was stirred for 12 hours at room temperature, then quenched with ice- water (200 mL) and neutralized by the addition ofNaHCC”3 (26 g, 318 mmol). The organic layer was separated and the aqueous layer was extracted with dichloromethane (3×100 mL). The combined organic layer was washed with brine (2×100 mL), dried over anhydrous sodium sulfate, and concentrated under vacuum to give a residue, which was purified by silica gel column, eluted with 10 % – 50 % ethyl acetate in petroleum ether to afford 129 as a white syrup (9.8 g, 77 %). (ES, m/z) [M+H]+ 481.0; 1H NMR (300 MHz, CDC13) delta 7.31 – 7.38 (m, 5H), 6.24 (d, / = 6.3 Hz, 1H), 5.41 – 5.43 (m, 1H), 4.94 – 4.98 (m, 1H), 4.55 (s, 2H), 4.34 – 4.37 (m, 1H), 4.14 – 4.16 (m, 3H), 3.83 – 3.87 (m, 1H), 3.64 (t, / = 5.4 Hz, 2H), 3.53 (t, / = 5.1 Hz, 2H), 2.12 (s, 3H), 2.10 (s, 3H), 2.09 (s, 3H).

The synthetic route of 38336-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALECTOS THERAPEUTICS INC.; MERCK SHARP & DOHME CORP.; CHANG, Jiang; LIU, Kun; MCEACHERN, Ernest J.; MU, Changwei; SELNICK, Harold G.; SHI, Feng; VOCADLO, David J.; WANG, Yaode; WEI, Zhongyong; ZHOU, Yuanxi; ZHU, Yongbao; WO2012/62157; (2012); A1;,
Ether – Wikipedia,
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Some common heterocyclic compound, 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, molecular formula is C9H13NO, 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. Application In Synthesis of 2-(Benzyloxy)-1-ethanamine

A solution of N,N-diisopropylethylamine (2.31 ml, 13.2 mmol) and intermediate 29 (0.79 mg, 2.2 mmol) in dry tetrahydrofuran (6.6 ml) (+ few drop of Nu,Nu-dimethylformamide) was added drop wise to a solution of 1 ,1 ‘-carbonyl diimdazole (0.61 g, 3.74 mmol) in dry tetrahydrofuran (6 ml). The mixture was stirred at room temperature for 1 hour and 2-benzyloxyethanamine (0.998 g, 6.6 mmol) was added. The mixture was stirred at room temperature. When the reaction is completed, ethyl acetate was added and the organic layer was washed with water. The organic layer was dried, filtered and the solvent was removed under reduced pressure. The residue was purified by flash column chromatography over silica gel using dichloromethane and methanol as eluents. The product fractions were collected and the solvent was evaporated.Yield: 1.065 g of intermediate 30 (90%)LCMS method 1 : MH+ = 537, RT = 1.035 min

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 38336-04-8, its application will become more common.

Reference:
Patent; IPSEN PHARMA S.A.S.; ONCODESIGN S.A.; HOFLACK, Jan; BLOM, Petra; WO2013/46029; (2013); A1;,
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Reference of 38336-04-8, 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. 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

N-(2-benzyloxyethyl)-2,6-dichloro-3-nitrobenzenesulfonamide Following the general procedure for sulfonamide formation outlined in example 15, 2,6-dichloro-3-nitrobenzenesulfonyl chloride (2.0 g, 6.88 mmol), 2-benzyloxyethyl amine(1.04 g, 6.88 mmol) and triethylamine(1.92mL, 13.76 mmol) were reacted to form the desired product (2.31 g, 83%). 1H NMR (MeOD-d4): delta 7.69 (d, 1H), 7.53 (d, 1H), 7.25 (m, 3H), 7.14 (d, 2H), 4.26 (s, 2H), 3.45 (t, 2H), 3.36 (t, 2H).

The synthetic route of 2-(Benzyloxy)-1-ethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SmithKline Beecham Corporation; US6500863; (2002); B1;,
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Synthetic Route of 38336-04-8, 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. 38336-04-8 name is 2-(Benzyloxy)-1-ethanamine, This 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.

To a stirred solution of 16 (2.30 g, 7.20mmol) in toluene (45 mL) were added 2-phenylmethoxyethanamine 1717 (1.24 g, 8.19 mmol), sodiumtert-butoxide (2.09 g, 21.7 mmol), Pd2(dba)3 (336 mg, 0.367 mmol), and (S)-BINAP (547 mg, 0.879mmol). After stirring at 80 C for 19 h, the reaction mixture was cooled to room temperature and thendiluted with Et2O (20 mL). The mixture was filtered through a Celite pad and the residue was washedwith Et2O for several times. The combined filtrate was concentrated under reduced pressure, and theresidue was purified by flash silica gel column chromatography (hexane/EtOAc = 30/1) to afford 19 (2.06g, 73%) as a white solid: Rf = 0.50 (hexane/EtOAc = 10/1); 1H NMR (400 MHz, CDCl3) delta 7.43-7.27 (m,10H), 6.79-6.68 (m, 3H), 5.06 (s, 2H), 4.55 (s, 2H), 3.74 (t, J = 5.5 Hz, 2H), 3.40 (t, J = 5.5 Hz, 2H), 1.29(s, 9H); 13C NMR (125 MHz, CDCl3) delta 144.5, 144.4, 138.3, 137.8, 137.5, 128.6, 128.5, 127.9, 127.7,127.6, 113.2, 110.7, 108.3, 73.1, 70.6, 68.8, 43.7, 34.4, 31.7 ppm; IR (ATR) numax: 3386, 3063, 2966, 2859,1604, 1451, 1391, 1213, 1035, 695, 650 cm-1; HRMS (ESI) [M+H+] calcd for C26H32NO2: 390.2428,found 390.2419; mp 56.7 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(Benzyloxy)-1-ethanamine, and friends who are interested can also refer to it.

Reference:
Article; Matsumoto, Yuri; Nakamura, Akihiko; Saito, Emi; Nakada, Masahisa; Heterocycles; vol. 97; 1; (2018); p. 232 – 252;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H13NO

Azido-N-(2-benzyloxyethyl)acetamide, 6a A solution of 2-benzyloxyethylamine (15 g) and potassium carbonate (40 g) in acetone (400 ml) was treated dropwise with azidoacetyl chloride at 20 C. After stirring for 3 h at room temperature, the mixture was filtered and concentrated in vacuo. Dichloromethane (800 ml) was added, and the solution was washed with aq. sodium bicarbonate. The organic phase was dried over magnesium sulfate. Removal of solvent in vacuo gave a yellow oil which was filtered through silica gel with ethyl acetate. Removal of the solvent in vacuo gave 6a as a colorless oil. Yield: 22 g.

The synthetic route of 38336-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; US5703087; (1997); A;,
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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 38336-04-8 as follows. Product Details of 38336-04-8

(1) Take 10g of bromonitrobenzene dissolved inIn 50 ml acetonitrile,6.5 g 2-benzyloxyethylamine was added to the above solution under ice bath.Then add 20 ml of triethylamine,Reaction at room temperature for 6 hours,A yellow clear solution is obtained,The reaction solution was concentrated under reduced pressure,Dissolved in 200 ml of dichloromethaneWash 50 ml of water three timesCombine the organic phase,Dry with anhydrous sodium sulfateAfter filtration, spin dry to obtain a crude product.After purifying crude product column chromatography, it will be 10.8Compound II,Yield 91.7%.

According to the analysis of related databases, 38336-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tierxi (Nanjing) Pharmaceutical Research And Development Co., Ltd.; Li Yantao; Mao Yu; Zhang Chi; Liu Chun; Cui Xilin; (13 pag.)CN107586291; (2018); A;,
Ether – 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 38336-04-8 as follows. Recommanded Product: 38336-04-8

General procedure: Ethyl 2-(4-chloro-3-nitrophenyl)-2-methylpropanoate (3a)(16.15 g, 0.0594 mol), 4 (27.77 g, 0.149 mol), K2CO3 (28.69 g,0.208 mol), KI (0.99 g, 5.94 mmol), TBAB (1.91 g, 5.94 mmol) and150 mL DMSO were added into a round-bottomed flask. The mixturewas heated to 120 C for 24 h then cooling to room temperature.The reaction mixture was diluted with saturated NH4Claqueous solution (250 mL) and extracted with CH2Cl2 (450 mL).The combined organic layer was washed with brine (300 mL), driedover anhydrous sodium sulfate, filtered, and concentrated in vacuo.The residue was purified by silica gel column chromatography (PE:EtOAc = 4:1) to give compound 5a (15.82 g) as yellow oil in 69%yields.

According to the analysis of related databases, 38336-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Dongxing; Shi, Jinyu; Liu, Jing; Zhang, Xueying; Deng, Xiaoying; Yang, Yanyan; Cui, Shuang; Zhu, Qihua; Gong, Guoqing; Xu, Yungen; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. 458 – 470;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, A new synthetic method of this compound is introduced below., SDS of cas: 38336-04-8

General procedure: Ethyl 2-(4-chloro-3-nitrophenyl)-2-methylpropanoate (3a)(16.15 g, 0.0594 mol), 4 (27.77 g, 0.149 mol), K2CO3 (28.69 g,0.208 mol), KI (0.99 g, 5.94 mmol), TBAB (1.91 g, 5.94 mmol) and150 mL DMSO were added into a round-bottomed flask. The mixturewas heated to 120 C for 24 h then cooling to room temperature.The reaction mixture was diluted with saturated NH4Claqueous solution (250 mL) and extracted with CH2Cl2 (450 mL).The combined organic layer was washed with brine (300 mL), driedover anhydrous sodium sulfate, filtered, and concentrated in vacuo.The residue was purified by silica gel column chromatography (PE:EtOAc = 4:1) to give compound 5a (15.82 g) as yellow oil in 69%yields.

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; Chen, Dongxing; Shi, Jinyu; Liu, Jing; Zhang, Xueying; Deng, Xiaoying; Yang, Yanyan; Cui, Shuang; Zhu, Qihua; Gong, Guoqing; Xu, Yungen; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. 458 – 470;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem