Downstream synthetic route of 4730-54-5

4730-54-5, 4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4730-54-5,1,4,7-Triazacyclononane,as a common compound, the synthetic route is as follows.

(Example 7) Triazacyclononane (1.0 g, 7.74 mmol), triethylamine (5.1 g, 50 mmol) and anhydrous methylene chloride (100 mL) were added to a 200 mL three neck flask provided with a dripping funnel in an argon atmosphere. n-octanoic acid chloride (4.2 g, 25.8 mmol) was added to this mixture by the dripping funnel at room temperature, and the reaction mixture was stirred for two days at room temperature. This reaction mixture was washed with water (25 mL x 4), and next, the organic layer obtained was dried using anhydrous magnesium sulfate. After concentration, there was formation using silica gel column chromatography, and 1,4,7-tri(n-heptylcarbonyl)-1,4,7-triazacyclononane (3.14 g, 80% yield) was obtained. All of the 1,4,7-tri(n-heptylcarbonyl)-1,4,7-triazacyclononane was put into a 200 mL three neck flask provided with a reflux tube in an argon atmosphere, and a BH3¡¤THF solution (100 mmol, 100 mL) was added thereto and reflowed for one night. To break down the excess BH3¡¤THF, methanol was added slowly to the reaction mixture after allowing it to cool to room temperature, and after concentration, this was dissolved in 1-butanol (50 mL), water (50 mL) and concentrated hydrochloric acid (100 mL and reflowed for one night. The reaction mixture obtained was cooled in an ice bath, and a 48% aqueous solution of sodium hydroxide was added until the pH exceeded 12. After amine separation, this aqueous solution was extracted in methylene chloride (8 x 50 mL). After the organic layer that was obtained was dried using anhydrous sodium sulfate, it was concentrated, and pale yellow, oily 1,4,7-tri-n-octyl-1,4,7-triazacyclononane (2.45 g, 85% yield) was obtained.

4730-54-5, 4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; DIC Corporation; EP2269995; (2011); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Simple exploration of 4730-54-5

The synthetic route of 4730-54-5 has been constantly updated, and we look forward to future research findings.

4730-54-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4730-54-5,1,4,7-Triazacyclononane,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 1,4,7-triazacyclononane (2 mmol) in distilled ethanol (50 mL) containing molecular sieve was added 1 equiv of aldehyde. The reaction mixture was stirred at room temperature. The solution was filtered and the filtrate was evaporated under reduced pressure to yield the aminal adduct.

The synthetic route of 4730-54-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Roger, Melissa; Patinec, Veronique; Bourgeois, Martine; Tripier, Raphael; Triki, Smail; Handel, Henri; Tetrahedron; vol. 68; 27-28; (2012); p. 5637 – 5643;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

New learning discoveries about 4730-54-5

4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

4730-54-5, 1,4,7-Triazacyclononane is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4730-54-5

To a25 mL round bottom flask was added 157.5 mg(1.219 mmol)TACN (1,4,7-triazacyclononane), 3.4 equivalents of 2-bromoacetamide (565.7 mg, 4.100 mmol), and 12 mL ethanol. 3.5 mL triethylamine was added dropwise over several minutes until the solution turned cloudy and persisted, then the mixture was refluxed for 3 hours. After cooling, the mixture was decanted to remove most of the liquid, then 20 mL of warm80% ethanol/20 % water was added to yield a slightly opaque white solution resembling nonfat milk. The volume was slightly reduced under vacuum on a Schlenk line, then placed in the freezer for 3 days to recrystallize. After allowing white crystals to form, the solvent was removed by decanting and further dried under vacuum on the Schlenk line (90 % yield).ESI-MS: m/z = 301.3 (100 %), 302.3 (20 %) [M + H]+; 323.3 (25 %) [M + Na]+. 500 MHz?H NMR spectrum, D20 + DC1: ppm = 3.96 (s, 6H, amide CH2); 3.44 (s, 12H, ring CH2). 75MHz 13C NMR spectrum, D20: ppm = 173.64 (amide CO), 56.75 (amide CH2), 49.30 (ring CH2).

4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK UNIVERSITY AT BUFFALO; HEALTH RESEARCH, INC.; MORROW, Janet, R.; TSITOVICH, Pavel, B.; DORAZIO, Sarina, J.; OLATUNDE, Abiola, O.; SNYDER, Eric, M.; SPERNYAK, Joseph, A.; BURNS, Patrick; BOND, Christopher, J.; WO2015/38943; (2015); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Some tips on 4730-54-5

4730-54-5, The synthetic route of 4730-54-5 has been constantly updated, and we look forward to future research findings.

4730-54-5, 1,4,7-Triazacyclononane is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A three necked flask was charged with TACN (5.0 g, 39 mmol), followed by the additionof deoxygenated ethanol (150 mL), LiOHH2O (0.4 g, 9.5 mmol) in deoxygenated H2O (50 mL).The resulting solution was slightly cloudy and was allowed to stir at 50 C for 30 min. 4-Vinylbenzylchloride (1.1 g, 7.5 mmol) in ethanol was added dropwise to the mixture. The reaction mixture wasrefluxed under N2. After 2 h, the reaction mixture was concentrated to 50 mL on a rotary evaporator.Water was added to the residue and the solution was extracted 3-times with dichloromethane (30 mL).The combined dichloromethane extracts were washed with brine, dried with anhydrous Na2SO4,and concentrated under reduced pressure. The residue was loaded onto a silica column and elutedusing chloroform-methanol (50:50, v/v, and 1% of triethylamine). Upon removal of the solvents,the chromatographically purified N-(4-vinylbenzyl)-1,4,7-triaza-cyclononane (0.5 g) was obtainedas a light brown viscous oil and used immediately for the preparation of the grafted polystyreneparticles. Typical recovered yields of the purified N-(4-vinylbenzyl)-1,4,7-triaza-cyclononane were5%, 1H-NMR (CDCl3), delta (ppm), 2.65-3.1 (m, 12H, ring CH2) 3.68 (s, 2H, benzyl CH2), 5.18 (d, 1H,CH=CH2), 5.65 (d, 1H, CH=CH2), 6.65 (dd, 1H, CH=CH2), 7.20 (d, 2H, aromatic CH), 7.30 (d, 2H,aromatic CH), FT-IR (KBr) 3361, 2918, 2849, 1654, 1559 cm-1.

4730-54-5, The synthetic route of 4730-54-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Analyzing the synthesis route of 4730-54-5

As the paragraph descriping shows that 4730-54-5 is playing an increasingly important role.

4730-54-5,4730-54-5, 1,4,7-Triazacyclononane is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1,4,7-Triazacyclononane (41 mg, 0.32 mmol, 1 equiv.) and6-(bromomethyl)-2-methyl-3-nitropyridine. (258 mg, 1.12 mmol, 3.5 equiv.) were dissolved in 8 mL of dry acetonitrile followed by addition of triethylamine (180 .iL, 1.29 mmol, 4 equiv.). The reaction mixture was stirred at 50 C for 24 hours under argon. Upon completion of the reaction, solvent was removed in vacuo producing a brown oily residue. The crudeproduct was purified by reversed-phase HPLC using a gradient of solvent B from 30% to70% in solvent A over 40 minutes. ESI-MS analyses of fractions with retention time tR = 21minute confirmed product iv. These fractions were combined and solvent was removed bylyophilization producing iv in the form of TFA salt. Yield: 80 mg, 63 .imol, 20%. ?H NMR,500 MHz (CD3OD, ppm): oe = 8.35 d (3H, Ar, J = 9 Hz), 7.55 d (3H, Ar, J = 9 Hz), 4.32 s(6H, 3CH2), 3.23 m (12H, 6CH2), 2.78 s (9H, 3CH3). ?3C NMR, 75 MHz (CD3OD, ppm): oe =160.60, 154.51, 146.59, 134.91, 123.40, 60.07, 50.74, 23.92. High-resolution ESI-MS (mlz):[M+H], calculated: 580.2627, found: 580.2691.

As the paragraph descriping shows that 4730-54-5 is playing an increasingly important role.

Reference£º
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK UNIVERSITY AT BUFFALO; HEALTH RESEARCH, INC.; MORROW, Janet, R.; TSITOVICH, Pavel, B.; DORAZIO, Sarina, J.; OLATUNDE, Abiola, O.; SNYDER, Eric, M.; SPERNYAK, Joseph, A.; BURNS, Patrick; BOND, Christopher, J.; WO2015/38943; (2015); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Downstream synthetic route of 4730-54-5

4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

4730-54-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4730-54-5,1,4,7-Triazacyclononane,as a common compound, the synthetic route is as follows.

NOTPA was prepared by the reaction of 1,4,7-triazacyclonoanane (TACN) (1 mmol, 0.10 g) and acrylic acid (3 mmol, 0.16 g) in acetone (30 mL), the reaction mixture was stirred at room temperature for 2 h to give a yellowish precipitate. The resulting precipitate was filtered and washed with diethyl ether and ethanol and dried in a vacuum oven to give a light yellow powder in 80 % yield (0.27 g). FTIR (KBr, Vmax, cm-1): 3411, 3231, 2935, 2845, 2350, 1751, 1654, 1402, 1240, 621; 1H NMR (400 MHz, DMSO, delta): 12.02 (s. 3H, OH). 3.62 (s, 6H, -CH2-CH2-C=0), 3.02 (s, 6H, N-CH2-CH2-C=O), 2.36 (t, 12H, N-CH2-CH2-N): 13C NMR (100 MHz, DMSO, delta) 172.80, 60.83, 52.12, 35.65 ppm; Anal. C15H27N306 (345.0): Calc: C, 52.17; H, 7.82; N, 12.17; found: C, 52.08; H, 7.70; N, 12.04% .

4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Article; Alshehri, Saad M.; Al-Farraj, Eida; Alhokbany, Norah; Ahamad, Tansir; Asian Journal of Chemistry; vol. 27; 6; (2015); p. 2209 – 2216;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Simple exploration of 4730-54-5

4730-54-5, The synthetic route of 4730-54-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4730-54-5,1,4,7-Triazacyclononane,as a common compound, the synthetic route is as follows.

Example 2 Preparation of 1,4-bis (trifluoroacetyl)-1,4,7-triazacyclononane 1,4,7-triazacyclononane (115.0 mg, 0.89 mmol) was dissolved in MeOH (2.0mL). To this clear solution was added NEt3 (0.13 mL, 0.89 mmol) in one portion, followed by ethyl trifluoroacetate (0.43 mL, 13.56 mmol) during a period of 5 minutes. Stirring was continued under N2 for 15 hours. Volatiles were then removed by rotavapor. The residue was dissolved in the minimum amount of CH2Cl2 (~2.0mL) and passed through a short silica gel pad, eluted with 100% EtOAc. The eluent was concentrated to give the product as a white solid (267.0 mg, 94%). 1H NMR (300 MHz, CDCl3): delta4.04-3.95 (multiplet, 2 H), 3.80-3.72 (multiplet, 2 H), 3.50-3.40 (multiplet, 4 H), 3.0-2.90 (multiplet, 4 H), 1.59 (singlet, 1 H). Mass calculated for C10H13F6N3O2 321.2, found M+1 322.1.

4730-54-5, The synthetic route of 4730-54-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Giandomenico, Christen M.; Yang, Wen; US2002/58807; (2002); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

New learning discoveries about 4730-54-5

4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

4730-54-5, 1,4,7-Triazacyclononane is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4730-54-5

Amixture of 17 (0.448 g, 2.24 mmol), potassium carbonate (0.41 g,3.0 mmol) and TACN (0.095 g, 0.74 mmol) in acetonitrile (20 mL) wasrefluxed overnight. The mixture was then added to water (50 mL) beforeextraction with dichloromethane (3 ¡Á 50 mL). The organic extractswere washed with brine (50 mL) before being dried with magnesiumsulfate and the solvent removed in vacuo to yield a dark orange highlyviscous liquid (0.431 g, 93%). deltaH (400 MHz; CDCl3; Me4Si) 2.87 (12H,s) 3.72 (6H, s) 4.79 (6H, d, J 6.4 Hz) 5.38 (6H, m) 6.05 (3H, m) 6.15(3H, dd, J 1.4, 6.9 Hz) 6.56 (3H, dd, J 1.4, 9.2 Hz) 7.24 (3H, dd, J 6.9,9.2 Hz); deltaC (100 MHz) 55.9, 57.1, 76.7, 104.8, 120.4, 122.1, 130.5,137.9, 147.7, 159.7; (+)-ESI-MS:m/z 619.05 (M+H+); NESI: requires;m/z 619.3244, found; 619.3243 (M + H+).

4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Article; Workman, David G.; Hunter, Michael; Dover, Lynn G.; Tetard, David; Journal of Inorganic Biochemistry; vol. 160; (2016); p. 49 – 58;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Some tips on 4730-54-5

4730-54-5, The synthetic route of 4730-54-5 has been constantly updated, and we look forward to future research findings.

4730-54-5, 1,4,7-Triazacyclononane is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Di-tert-butyl dicarbonate (Boc2O, 5.1 g, 23.2 mmol) in anhydrous trichloromethane (30 mL) was added dropwise to a stirred solution of TACN (2.0 g, 15.5 mmol) and triethylamine (4.7 mL, 3.1 g, 31.0 mmol) in anhydrous trichloromethane (100 mL). The resulting reaction mixture was stirred for 24 h at room temperature. Excess triethylamine was removed by washing the reaction mixture with water (3 ¡Á 50 mL) and brine (2 ¡Á 50 mL). The organic layer was collected and dried over anhydrous magnesium sulfate and then filtered. The solvent was evaporated under reduced pressure to give the crude products which were purified by chromatography over silica (EtOAc(EA)/Petroleum ether(PE), 1 : 1, v/v) as colorless oil 2Boc-TACN (1) (Rf = 0.5, EA).

4730-54-5, The synthetic route of 4730-54-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Bing; Yi, Wen-Jing; Zhang, Ji; Zhang, Qin-Fang; Xun, Miao-Miao; Yu, Xiao-Qi; Bioorganic and Medicinal Chemistry Letters; vol. 24; 7; (2014); p. 1771 – 1775;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

New learning discoveries about 4730-54-5

4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

4730-54-5, 1,4,7-Triazacyclononane is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4730-54-5

Solid 1,3,5-triazacyclononane (16 mg, 0.12 mmol) was added to an aqueous solution of freshly prepared [Cp*Ir(H2O)3]SO4 (0.1 mmol in 5 mL). The yellow solution was stirred for 16 hours at room temperature and then taken to dryness under reduced pressure. The solid residue was taken up in 2 mL of dry methanol and the solution filtered through 0.2 mum pore size Teflon filter. Addition of 12 mL Et2O caused precipitation of a fine solid, and after taking off the pale yellow supernatant a colorless powder remained which was dried in vacuo. Yield 43 mg (78%). 1H-NMR (400 MHz, D2O): delta=3.09 (m, 6H), 2.95 (m, 6H), 1.81 (s, 15H). 13C-NMR (126 MHz, D2O): delta=88.1, 52.2, 7.8.

4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; Sheehan, Stafford Wheeler; Hintermair, Ulrich; Thomsen, Julianne M.; Brudvig, Gary W.; Crabtree, Robert H.; US2015/21194; (2015); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI