Category: 86770-74-3

Reference of 86770-74-3 , The common heterocyclic compound, 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, molecular formula is C8H19NO4, 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.

2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethan-1-ol (25) (61.4 g, 318 mmol) was stirred in H2O (500 ml) with Na2CO3 (50.51 g, 476 mmol) at 5C. Benzyl chloroformate (26) (65.0 g, 381 mmol) in THF (480 ml) was added dropwise and the reaction stirred for 16 h allowing to warm to RT. THF was removed in-vacuo and the aqueous layer extracted with EtOAc (× 3). The combined organics were dried (Na2SO4), concentrated in-vacuo and the residue purified by automated flash chromatography (5% MeOH/DCM) to give benzyl (2-(2-(2-(2- hydroxyethoxy)ethoxy)ethoxy) ethyl)carbamate (27) (23.6 g, 22.7%). Product confirmed by MS (ESI +ve).

The synthetic route of 86770-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; HEYES, James; HOLLAND, Richard J.; PALMER, Lorne Ralph; WOOD, Mark; (0 pag.)WO2020/93053; (2020); 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.86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, molecular formula is C8H19NO4, molecular weight is 193.2408, as common compound, the synthetic route is as follows.Recommanded Product: 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol

Part A Preparation of 11-Benzyloxycarbonylamino-3,6,9-trioxaundecanol A solution of 11-amino-3,6,9-trioxaundecanol (6.56 g, 0.034 mol) and TEA (5.2 mL, 0.037 mol) in DCM (200 mL) was treated with benzyl chloroformate (5.1 mL, 0.036 mol) in one portion. After 18 h the solution was concentrated to a viscous oil and triturated with ether (3*100 mL). The combined triturants were concentrated to give an amber oil (9.4 g). Flash chromatoraphy on silica gel (6% MeOH/EtOAc) gave the title compound as a colorless viscous oil (7.0 g, 63%). 1H NMR (CDCl3): 7.36-7.25 (m, 5H), 6.04 (bs, 1H), 5.08 (s, 2H), 3.72-3.48 (m, 14H), 3.41-3.31 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Pharma Company; US6416733; (2002); B1;; ; Patent; Carpenter JR., Alan P.; US2003/3049; (2003); A1;; ; Patent; Barrett, John Andrew; Cheesman, Edward Hollister; Harris, Thomas David; Liu, Shuang; Rajopadhye, Milind; Sworin, Michael; US2003/124053; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, 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, COA of Formula: C8H19NO4, blongs to alcohols-buliding-blocks compound. COA of Formula: C8H19NO4

A solution of 3 (100 mg, 0.116 mmol) in chlorobenzene (5.0 mL) was added to the mixture of 42 (67.4mg, 0.349 mmol) and triethylamine (35.3 mg, 0.349 mmol), and the mixture was stirred at roomtemperature. After18 h, the reaction mixture was evaporated to dryness. The residue was purified bycolumn chromatography (silica gel; CHCl3/MeOH = 25/1) and dried in vacuo to give 5 as a blackishsolid (24.1 mg, 23.8 %). Rf = 0.35 (CHCl3/MeOH, 10:1). 1H NMR (400 MHz, CDCl3, delta): 8.95 (s, -CH2NHCO-, 2H), 3.86-3.54 (m, HO-CH2CH2-, -CH2CH2NHCO-, 32H), 1.93 (br, HO-CH2CH2-, 2H),13C NMR (100 MHz, CDCl3): delta (ppm) = 163.0, 146.0, 145.3, 144.7, 144.4, 143.9, 143.1, 143.0, 142.4,142.3, 140.8, 138.0, 74.5, 72.7, 70.7, 70.5, 70.3, 70.1, 61.8, 59.8, 40.6. IR (KBr, cm-1): 3263, 2860,1653, 1543. UV (DMSO) lambdamax, nm (epsilon × 10-3, M-1cm-1): 265 (10), 330 (4.0).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Narumi, Atsushi; Nakazawa, Tatsufumi; Shinohara, Kosuke; Kato, Hiroki; Iwaki, Yoshinori; Okimoto, Haruya; Kikuchi, Moriya; Kawaguchi, Seigou; Hino, Shodai; Ikeda, Atsushi; Shaykoon, Montaser Shaykoon Ahmed; Shen, Xiande; Duan, Qian; Kakuchi, Toyoji; Yasuhara, Kazuma; Nomoto, Akihiro; Mikata, Yuji; Yano, Shigenobu; Chemistry Letters; vol. 48; 10; (2019); p. 1209 – 1211;,
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Synthetic Route of 86770-74-3 ,Some common heterocyclic compound, 86770-74-3, molecular formula is C8H19NO4, 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 a solution of 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethanol (256 mg, 1.32 mmol) in DCM (30 mL) were added BCN-OSu (351 mg, 1.20 mmol) and Et3N (502 muIota_, 364 mg, 3.60 mmol). The resulting solution was stirred for 30 min and washed with a saturated aqueous solution of NH4CI. After separation, the aqueous phase was extracted with DCM (30 mL). The combined organic phases were dried (Na2S04) and concentrated. The residue was purified with column chromatography (MeOH in DCM 0? 10%). The product was obtained as a colourless oil (397 mg, 1.07 mmol, 90%). H NMR (400 MHz, CDCI3) delta (ppm) 5.93 (bs, 1 H), 4.14 (d, J = 8.1 Hz, 2H), 3.77-3.69 (m, 4H), 3.68-3.59 (m, 8H), 3.58-3.52 (m, 2H), 3.42-3.32 (m, 2H), 2.34-2.16 (m, 6H), 1.66-1.51 (m, 2H), 1 .36 (quintet, J = 8.7 Hz, 1 H), 1.00-0.85 (m, 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNAFFIX B.V.; VERKADE, Jorge Merijn Mathieu; WIJDEVEN, Maria Antonia; VAN DE SANDE, Petrus Josephus Jacobus Maria; VAN GEEL, Remon; VAN DELFT, Floris Louis; VAN BERKEL, Sander Sebastiaan; (117 pag.)WO2017/137456; (2017); A1;,
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Reference of 86770-74-3, 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.86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, molecular formula is C8H19NO4, molecular weight is 193.2408, as common compound, the synthetic route is as follows.

Part A Preparation of 11-Benzyloxycarbonylamino-3,6,9-trioxaundecanol A solution of 11-amino-3,6,9-trioxaundecanol (6.56 g, 0.034 mol) and TEA (5.2 mL, 0.037 mol) in DCM (200 mL) was treated with benzyl chloroformate (5.1 mL, 0.036 mol) in one portion. After 18 h the solution was concentrated to a viscous oil and triturated with ether (3 x 100 mL). The combined triturants were concentrated to give an amber oil (9.4 g). Flash chromatoraphy on silica gel (6% MeOH/EtOAc) gave the title compound as a colorless viscous oil (7.0 g, 63%). 1H NMR (CDCl3): 7.36-7.25 (m, 5H), 6.04 (bs, 1H), 5.08 (s, 2H), 3.72-3.48 (m, 14H), 3.41-3.31 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis 86770-74-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bristol-Myers Squibb Pharma Company; EP1293214; (2003); A2;,
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Reference of 86770-74-3, 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. 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol. A new synthetic method of this compound is introduced below.

Step A: (9H-fluoren-9-yl)methyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate (11- 1) To a stirred solution of 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethanol (1.00 g, 5.17 mmol) in DCM (15 mL) was added 9-fluorenylmethyl chloroformate (1.34 g, 5.17 mmol) and triethylamine ( 1.08 mL, 7.76 mmol). The resulting solution was stirred at room temperature for 10 minutes. The reaction was concentrated onto silica gel and flash column separation using a 0-10% isopropanol/ dichloromethane gradient gave 11-1 as an oil (1.43 g, 66%) LRMS (ES) (M+H)+ : observed = 416.1, calculated = 415.4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,86770-74-3, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP; AMBRX, INC; GARBACCIO, Robert, M.; KERN, Jeffrey; BRANDISH, Philip, E.; SHAH, Sanjiv; LIANG, Linda; SUN, Ying; WANG, Jianing; KNUDSEN, Nick; BECK, Andrew; MANIBUSAN, Anthony; GATELY, Dennis; WO2015/153401; (2015); A1;,
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Application of 86770-74-3, 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. 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol. A new synthetic method of this compound is introduced below.

To a solution of 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethan-1-ol (244 mg, 1.64 mmol) in DMF (5 mL) was added DIEA (0.28 mL, 2.18 mmol). After stirring at 80 C for overnight, the reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by flash column chromatography (DCM : MeOH = 100 : 0 to 80 : 20) to afford 2-37 (284 mg, 58 %) as a dark green liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; DANA FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael; JANG, Jaebong; DE CLERCQ, Dries; ECK, Michael; (201 pag.)WO2017/185036; (2017); A1;,
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Electric Literature of 86770-74-3 , The common heterocyclic compound, 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, molecular formula is C8H19NO4, 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 a solution of 1-7 and HATU (147 mg) in DMF (1 mL) was added dropwise DIEA (135 muL) and tetraethylene glycol monoamine (45 muL). After stirring at room temperature for 5 h, the reaction was quenched by 10% aqueous citric acid, and the reaction mixture was extracted with EtOAc. The organic phase was washed with 1N HCl, brine, and saturated NaHC03. After drying over MgSO4 and filtration, solvent was removed with a rotary evaporator, and the mixture was purified by silica gel chromatography (DCM: MeOH=30: 1) to afford 1-27 in 70% yield. Q-TOF LC/MS m/z 609.3797 [M+H]+ (calcd. 608.37 for C32H52N2O9 [M]+); 1HNMR (400 MHz, CDCl3) delta -0.45 (1H, m), 0.685 (1H, m), 0.825 (6H, m), 1.13 (9H, s), 1.27-1.64 (6H, m), 1.94 (1H, m), 2.05 (1H, m), 2.64 (2H, m), 3.38-3.91 (16H, m), 4.07 (1H, t, J=8 and 12 Hz ), 4.25 (1H, m), 4.99 (1H, m), 6.35-7.06 (4H, aromatic H); 13C NMR (100 MHz, CDC13) delta 21.45, 24.12, 25.92, 28.20, 30.00, 31.10, 38.40, 39.51, 40.65, 49.28, 50.18, 52.77, 61.65, 69.98, 70.22, 70.60, 70.90, 72.60, 73.92, 80.30, 120.40, 123.35, 129.95, 132.23, 132.46, 159.12, 171.62, 173.23, 174.34.

The synthetic route of 86770-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YALE UNIVERSITY; THE UNITED STATES OF AMERICA as represented by THE DEPARTMENT OF VETERANS AFFAIRS; SADEGHI, Mehran; YE, Yunpeng; KIM, Hye-Yeong; HUANG, Henry (Yiyun); TOCZEK, Jakub; (85 pag.)WO2017/177144; (2017); A1;,
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Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, 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, Computed Properties of C8H19NO4, blongs to alcohols-buliding-blocks compound. Computed Properties of C8H19NO4

To a solution of 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethanol (0.50 g, 2.6 mmol) was added BCN-OSu (29-1 , 0.69 g, 2.3 mmol) and Et3N (0.97 ml_, 0.70 g, 7.0 mmol). The resulting mixture was mixture was stirred for 80 min and saturated aqueous NH4CI (60 ml_) was added. After separation, the aqueous phase was extracted with DCM (60 ml_). The combined organic layers were dried (Na2SC>4) and concentrated. The residue was purified with silica gel chromatography (DCM 10% MeOH in DCM), which yielded 578 mg (1.56 mmol, 67%) of the desired product. 1 H NMR (400 MHz, CDCIs) d (ppm) 5.98-5.85 (bs, 1 H), 4.14 (d, J = 8.0 Hz, 2H), 3.78-3.59 (m, 12H), 3.58-3.52 (m, 2H), 3.42-3.32 (m, 2H), 3.19-3.06 (bs, 1 H), 2.35-2.16 (m, 6H), 1 .70-1.50 (m, 2H), 1.36 (quintet, J = 8.6 Hz, 1 H), 0.99-0.87 (m, 2H).

The synthetic route of 86770-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNAFFIX B.V.; VERKADE, Jorge Merijn Mathieu; HOOGENBOOM, Jorin; VAN BERKEL, Maria Antonia; VAN DELFT, Floris Louis; (95 pag.)WO2019/110725; (2019); A1;,
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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. 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, molecular formula is C8H19NO4, 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. Quality Control of 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol

(61.4 g, 318 mmol) was stirred in H2O (500 ml) with Na2CO3 (50.51 g, 476 mmol) at 5C. Benzyl chloroformate (626) (65.0 g, 381 mmol) in THF (480 ml) was added dropwise and the reaction stirred for 16 h allowing to warm to RT. THF was removed in-vacuo and the aqueous layer extracted with EtOAc (¡Á 3). The combined organics were dried (Na2SO4), concentrated in-vacuo and the residue purified by automated flash chromatography (5% MeOH/DCM) to give benzyl (2-(2-(2-(2- hydroxyethoxy)ethoxy)ethoxy) ethyl)carbamate (627) (23.6 g, 22.7%). Product confirmed by MS (ESI +ve).

With the rapid development of chemical substances, we look forward to future research findings about 86770-74-3.

Reference:
Patent; GENEVANT SCIENCES GMBH; HEYES, James; HOLLAND, Richard J.; JUDGE, Adam; LAM, Kieu Mong; (0 pag.)WO2020/93061; (2020); A1;,
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