Category: 194920-62-2

Some common heterocyclic compound, 194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, molecular formula is C15H32N2O5, 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. Product Details of 194920-62-2

To a 25 mL round bottomed flask equipped with a magnetic stir bar, rubber septum, and argon inlet containing tert-butyl 3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propylcarbamate (amine, 160 mg, 0.5 mmol), 2-azidoacetic acid (56 mg, 0.55 mmol, in 50% DCM solution), NaHCO3 (168 mg, 2 mmol), and 1 mL DMF was added EDC (115 mg, 0.6 mmol). The mixture was stirred at rt for 3 h and concentrated in vacuo. The crude product was purified by silica chromatography (gradient 5% to 90% EtOAc in hexane) to afford compound 141 as a clear oil (130 mg, 65%). MS(ESI) m/z 426 (M+Na+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 194920-62-2, its application will become more common.

Reference:
Patent; SIEMENS MEDICAL SOLUTIONS USA, INC.; WO2008/124703; (2008); A2;,
Amide – Wikipedia,
Amide – 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. 194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate

In four flasks (20mL), compound IX (0.45mmol in each) was dissolved in DMF (5mL in each) and afterwards, compounds I, II, V, or VI (2mmol), HOAt (3mmol), PyAOP (2mmol) and DIPEA (8mmol), were added to each flask. The reaction mixture of each flask was heated at 100C for 12h, diluted with water and extracted three times with DCM. Each organic layer was dried with anhydrous Na2SO4 and the solvent was removed under reduced pressure. Finally, each residue was purified by column chromatography using hexane/ethyl acetate as the solvent and thus compounds 5 (94%), 6 (91%), 7 (86%), or 8 (90%) were yielded, respectively.

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; Medina-O’Donnell, Marta; Rivas, Francisco; Reyes-Zurita, Fernando J.; Martinez, Antonio; Martin-Fonseca, Samuel; Garcia-Granados, Andres; Ferrer-Martin, Rosa M.; Lupianez, Jose A.; Parra, Andres; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 64 – 78;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, molecular formula is C15H32N2O5, 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. Recommanded Product: 194920-62-2

To a 25 mL round bottomed flask equipped with a magnetic stir bar, rubber septum, and argon inlet containing tert-butyl 3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propylcarbamate (amine, 160 mg, 0.5 mmol), 2-azidoacetic acid (56 mg, 0.55 mmol, in 50% DCM solution), NaHCO3 (168 mg, 2 mmol), and 1 mL DMF was added EDC (115 mg, 0.6 mmol). The mixture was stirred at rt for 3 h and concentrated in vacuo. The crude product was purified by silica chromatography (gradient 5% to 90% EtOAc in hexane) to afford compound 141 as a clear oil (130 mg, 65%). MS(ESI) m/z 426 (M+Na+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 194920-62-2, its application will become more common.

Reference:
Patent; SIEMENS MEDICAL SOLUTIONS USA, INC.; WO2008/124703; (2008); A2;,
Amide – Wikipedia,
Amide – 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. 194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate

In four flasks (20mL), compound IX (0.45mmol in each) was dissolved in DMF (5mL in each) and afterwards, compounds I, II, V, or VI (2mmol), HOAt (3mmol), PyAOP (2mmol) and DIPEA (8mmol), were added to each flask. The reaction mixture of each flask was heated at 100C for 12h, diluted with water and extracted three times with DCM. Each organic layer was dried with anhydrous Na2SO4 and the solvent was removed under reduced pressure. Finally, each residue was purified by column chromatography using hexane/ethyl acetate as the solvent and thus compounds 5 (94%), 6 (91%), 7 (86%), or 8 (90%) were yielded, respectively.

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; Medina-O’Donnell, Marta; Rivas, Francisco; Reyes-Zurita, Fernando J.; Martinez, Antonio; Martin-Fonseca, Samuel; Garcia-Granados, Andres; Ferrer-Martin, Rosa M.; Lupianez, Jose A.; Parra, Andres; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 64 – 78;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, belongs to amides-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. Recommanded Product: tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate

General procedure: Oxime 1 (20 mg, 51.5 mumol) and HOBt.H2O (7.9 mg, 51.5 mumol)were dissolved in 1.5mL of DMF and DIC (8 muL, 51.5 mmol) wasadded. It was stirred for 5 min, then tert-butyl 2-aminoethylcarbamate hydrochloride (20 mg, 102 mumol) and DIEA(18 muL, 102 mumol) were added to the solution. The mixture wasstirred at 50 C for 16 h then it was evaporated in vacuo. The crudeproduct was purified by column chromatography on silica gel 60with CHCl3-MeOH (8:2) to give 22.2 mg (81%) of 2 as yellowish oil.

The synthetic route of 194920-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dvoracsko, Szabolcs; Keresztes, Attila; Mollica, Adriano; Stefanucci, Azzurra; Macedonio, Giorgia; Pieretti, Stefano; Zador, Ferenc; Walter, Fruzsina R.; Deli, Maria A.; Kekesi, Gabriella; Banki, Laszlo; Tuboly, Gabor; Horvath, Gyoengyi; Toemboely, Csaba; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 571 – 588;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, belongs to amides-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. Safety of tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate

Ste 2: Synthesis of S 14 To a round-bottom flask, S 13 (276 mg, 1.0 mmol) was dissolved in 3.0 mL of anhydrous DMF. Amine (320 mg, 1.0 mmol) and DIPEA (259 mg, 2.0 mmol) were added. The reaction mixture was stirred at 90 C for 12 h. The mixture was cooled to room temperature, poured into water and extracted with ethyl acetate for two times. The combined organic layer was washed with brine, dried over anhydrous Na2S04. After filtration and evaporation, the crude residue was purified by HPLC with H20/ MeCN to give compound S 14 as colorless oil (172 mg, 30% yield). ESI-MS calculated for C28H4iN409 [M+H]+ = 577.2; Observed: 577.3.

The synthetic route of 194920-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; LI, Yangbing; AGUILAR, Angelo; ZHOU, Bing; HU, Jiantao; XU, Fuming; QIN, Chong; HU, Yang; XIANG, Weiguo; REJ, Rohan; YANG, Jiuling; HAN, Xin; BAI, Longchuan; YANG, Chao-Yie; (252 pag.)WO2017/176958; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 194920-62-2, 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. 194920-62-2 name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, 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.

A solution of 7 (10.8 g, 30.3 mrnol, 1.0 equiv) in DCM (400 mL) was treated at 4 C with triethylamine (5.29 mL, 37.9 minol, 1.3 equiv), followed by allyl chloroformate (3.56 mL, 33.4 rnmol, 1.1 equiv) . After 15 mm, the reaction was allowed to warm to room temperature and was stirred for 2 h. Then, the reaction mixturewas washed with water (3 x 250 mL), dried over MgSO4, filtered and concentrated under reduced pressure. The product waspurified by flash chromatography (200 g SiC2 ethylacetate/hexanes 1:1, then ethyl acetate) to give 8 (11.0 g, 90%)as a colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; ETH ZURICH; CARREIRA, Erick, Moran; SCHAFROTH, Michael, Andreas; SOBOTZKI, Nadine; WOLLSCHEID, Bernd; (67 pag.)WO2017/81069; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate

To a solution of t-butyl N-(13-amino-4,7,10-trioxatridecyl) carbamate (85.1 mg, 0.266 mmol),7-(diethylamino)coumarin-3-carboxylic acid hydrochloride (70.0 mg, 0.235 mmol), and 4-methylmorpholine (26.0 muL,0.235 mmol) in MeOH (1 mL) was added DMT-MM (77.5 mg,0.280 mmol) at rt. After being stirred for 3 h at rt, the solvent was removed under vacuum. The residue was loaded on asilica gel column and eluted with CHCl3/MeOH (97 : 3) to give a crude product (173.5 mg, inseparable amine adduct of dimethoxytriazine was contained), which was dissolved in dioxane (0.5 mL), and then treated with conc. HCl (0.5 mL) at rt for 3 h. The solvent of the resulting mixture was removed under vacuum. The crude compound was purified by decantation with MeOH (containing 0.5 M HCl)-Et2O at rt to give the desired compound as a yellow solid (105.1 mg, 83% over 2steps). mp: 251-252C. 1H-NMR (methanol-d4) delta: 1.23 (6H, t,J=7.0 Hz), 1.82-1.97 (4H, m), 3.12 (2H, t, J=6.4 Hz), 3.46-3.74(18H, m), 6.58 (1H, d, J=2.5 Hz), 6.83 (1H, dd, J=2.5, 9.2 Hz),7.56 (1H, d, J=9.2 Hz), 8.63 (1H, s). 13C-NMR (methanol-d4)delta: 12.7, 28.0, 30.4, 38.3, 40.3, 46.0, 70.1, 70.5, 71.0, 71.1, 71.2,71.4, 97.3, 109.5, 110.1, 111.7, 132.7, 149.3, 151.6, 159.2, 164.0,165.4. IR (CHCl3) cm-1: 3007, 1697, 1616, 1540, 1511, 1134.FAB-MS m/z: 464.2755 (Calcd for C24H38N3O6: 464.2761). MS(ESI) m/z: 464 (M-72)+.

The synthetic route of 194920-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kunishima, Munetaka; Kato, Daiki; Nakanishi, Shuichi; Kitamura, Masanori; Yamada, Kohei; Terao, Keiji; Asano, Tomoya; Chemical and Pharmaceutical Bulletin; vol. 62; 11; (2014); p. 1146 – 1150;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics