Chiral nitrogen ligands

Name is Tris[2-(dimethylamino)ethyl]amine, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 33527-91-2, its synthesis route is as follows.,33527-91-2

Cu(CH3COO)2H2O (52 mg, 0,26 mmol) was dissolved in the smallest possible amount of acetone and treated with an excess of Me6TREN. The mixture was left under vigorous stirring for a couple of hours. During this time, the solution turned from blue to green. After evaporation of the solvents, the green product was redisolved in acetone and an excess of KPF6 (dissolved in acetoneas well) was added. The white solid CH3COOK formed on the bottom of the flask and it was filtered off. The light blue solution was dried under vacuum and the solid dissolved in dichloromethanein order to eliminate the excess of KPF6. After filtration of the solid residue, the solution was reduced in volume and the pure product 4 precipitated upon addition of diethylether. Crystals suitable for XRD were grown at low temperature by slow diffusion of diethyl ether into a dichloromethane solution of 4. Yield: 27%; Anal. Calc. for [Cu(L1)(CH3COO)](PF6)2H2O: C, 31.46; H, 6.93; N, 10.49. Found: C, 30.89; H,6.89; N, 10.39%.

With the complex challenges of chemical substances, we look forward to future research findings about Tris[2-(dimethylamino)ethyl]amine

Reference£º
Article; Tordin, Elisa; List, Manuela; Monkowius, Uwe; Schindler, Siegfried; Knoer, Guenther; Inorganica Chimica Acta; vol. 402; (2013); p. 90 – 96;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Name is N1,N2-Dimethylethane-1,2-diamine, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 110-70-3, its synthesis route is as follows.,110-70-3

Preparation of N-tert-Butoxycarbonyl-N, N’-dimethylethylenediamine; Lambda/,Lambda/-dimethylethylenediamine (1.O g, 11.3 mmol) was dissolved in anhydrous dichloromethane (10 ml.) and was treated with triethylamine (1.6 ml_, 1 1.3 mmol). The mixture EPO was cooled to 0 C for the addition of di-terf-butyl dicarbonate (2.5 g, 1 1.3 mmol). The reaction stirred for 30 min at 0 C then 2 hours at room temperature. The reaction mixture was then washed with water (10 ml.) and the aqueous layer extracted with further portions of dichloromethane (2 x 10 ml_). The combined organic phases were dried over NaaSCu and the solvent removed in vacuo. Purification by column chromatography (40:8:1 , dichloromethane:methanol:aqueous ammonia) yielded (508 mg, 24 %) of the desired N-tert- butoxycarbonyl-N,N’-dimethylethylenediamine as a colourless oil.

With the complex challenges of chemical substances, we look forward to future research findings about N1,N2-Dimethylethane-1,2-diamine

Reference£º
Patent; BIOTICA TECHNOLOGY LTD.; WO2007/26027; (2007); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Name is Tris[2-(dimethylamino)ethyl]amine, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 33527-91-2, its synthesis route is as follows.,33527-91-2

General procedure: The copper complex Cu5-1 was dissolved in water, and an excessive amount of an aqueous solution of saturated sodium tetrafluoroborate (manufactured by Wako Pure Chemical Industries, Ltd.) was added while stirring. A precipitated solid was collected by filtering and a copper complex Cu5-72 was obtained.

With the complex challenges of chemical substances, we look forward to future research findings about Tris[2-(dimethylamino)ethyl]amine

Reference£º
Patent; FUJIFILM Corporation; Sasaki, Kouitsu; Kawashima, Takashi; Hitomi, Seiichi; Shiraishi, Yasuharu; US10215898; (2019); B2;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.110-70-3,N1,N2-Dimethylethane-1,2-diamine,as a common compound, the synthetic route is as follows.,110-70-3

o-Anisaldehyde (10.0 g, 73.4 mmol, 1.0 equiv) was dissolved in EtOH (150 mL) at 25 CC, MAT-dimemylethylenediamine (8.70 mL, 80.8 mmol, 1.1 equiv) was added, and the reaction contents were stirred at 25 C for 24 h before being filtered through a pad of MgS04 and concentrated to afford the desired imidazolidine (15.0 g, 99% yield) as a white solid. Without any additional purification, this material (15.0 g, 72.8 mmol, 1.0 equiv) was dissolved in Et20 (250 mL) and cooled to -40 C. f-BuLi (1.7 M in pentane. 100 mL 170 mmol, 2.34 equiv) was then added dropwise over 1 h at -40 C. Upon completion, the resultant orange reaction contents were warmed slowly to -20 C. stirred for an additional 7 h, and then transferred by cannula over 5 min into a flask containing (CBrCl2)2 (55.3 g, 170 mmol, 2.34 equiv) in Et20 (250 mL) at 0 C. The reaction contents were then stirred for 12 h, during which time they were warmed to 25 C; upon completion, the solution was recooled to 0 C and 1 M HCI (500 mL) was added slowly. The resultant solution was stirred for 1 h at 0 C, quickly warmed to 25 C, and then quenched by the addition of water (500 mL). The reaction contents were then extracted with EtOAc (3 x 250 mL), and the combined organic extracts were washed with water (500 mL) and brine (250 mL). dried (MgSO-i), and 73 concentrated.’23’ The resultant crude yellow solid was purified by flash column chromatography (silica gel, hexanes EtOAc, 9/1) to give the desired brominated product 28 (8.12 g, 52% yield) as a white solid. This material (8.12 g, 37.8 mmol, 1.0 equiv) was suspended in MeOH (100 mL) at 25 C and cooled to 0 C. NaBHj (2.88g , 75.6 mmol, 2.0 equiv) was added portionwise and the reaction contents were stirred for 1 h at 0 C. Upon completion, the reaction contents were quenched with water (100 mL) and concentrated. The reaction contents were redissolved in EtOAc ( 100 mL), poured into water (100 mL), and extracted with EtOAc (3 x 50 mL). The combined organic extracts were washed with water ( 150 mL) and brine (50 mL), dried (MgSO- , and concentrated to afford the desired alcohol (7.83 g, 96%) as a white solid. Pressing forward without any additional purification, this newly prepared material (7.83 g, 36.1 mmol, 1.0 equiv) was dissolved in EtjO (180 mL) and pyridine (0.437 mL, 5.41 mmol, 0.15 equiv) and PBr^ (3.41 mL, 36.1 mmol, 1.0 equiv) were added sequentially at 25 C. The reaction contents were then stirred for 4 h at 25 C. Upon completion, the reaction contents were quenched by the addition of water (100 mL), poured into water ( 100 ml), and extracted with EtOAc (3 x 150 mL). The combined organic extracts were washed with water (200 mL) and brine (100 mL), dried (MgS04), and concentrated to give the desired bromide (10.0 g, 99%) as a white solid. [Note: This product quickly decomposes on standing once it is neat and should be carried forward immediately. | Finally, KHMDS (0.5 M in toluene, 129 mL, 64.5 mmol, 1.8 equiv) was added to a solution of diethyl phosphite (9.19 mL, 71.4 mmol, 2.0 equiv) in THF (100 mL) at 0 C and stirred for 15 min. To this solution was added dropwise a solution of the freshly prepared bromide (10.0 g, 35.7 mmol, 1.0 equiv) dissolved in THF (100 mL), and the reaction contents were stirred for 12 h with slow warming to 25 C. Upon completion, the reaction contents were quenched with saturated NH4CI (150 mL), poured into water (150 mL), and extracted with EtOAc (3 x 150 mL). The combined organic extracts were washed with water (100 mL) and brine (100 mL), dried (MgS04), and concentrated to give the phosphonate 31 (10.79 g, 90%) as a colorless oil. 31: R/ = 0.21 (silica gel, EtOAc); IR (film) vmax 2981, 1589, 1572, 1466, 1435, 1267, 1082, 965, 864, 771 ; NMR (400 MHz, CDCI3) delta 7.18 (d, / = 8.0 Hz, 1 H), 7.07 (app dt, J = 8.0, 2.4 Hz, 1 H), 6.81 (d, J = 8.4 Hz, 1 H), 4.05 (dq, J = 7.2, 7.2 Hz, 4 H), 3.85 (s, 3 H), 3.50 (d, J = 22.0 Hz, 2 H), 1.26 (t, J = 7.2 Hz, 6 H); l3C NMR (75 MHz, CDCI3) delta 158.4 (d, J = 5.4 Hz). 128.6 (d, J = 3.8 Hz), 125.8 (d, J = 7.5 Hz), 125.0 (d, J = 3.5 Hz), 121.6 (d, J = 10.6 Hz), 109.4 (d, J = 3.4 Hz), 61.9 (d, J = 6.5 Hz), 55.9, 28.3 (d, J = 139.0 Hz), 16.3 (d, J = 6.4 Hz); HRMS (MALDI-FTMS) calcd for Ci2H|9BrP04+ [M + H*] 337.0204, found 337.0189

As the paragraph descriping shows that 110-70-3 is playing an increasingly important role.

Reference£º
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; SNYDER, Scott Alan; SHERWOOD, Trevor C.; ROSS, Audrey G.; OH, Hyunju; GHOSH, Sankar; WO2011/103442; (2011); A2;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Tris[2-(dimethylamino)ethyl]amine, cas is 33527-91-2, it is a common heterocyclic compound, the chiral-nitrogen-ligands compound, its synthesis route is as follows.,33527-91-2

Ni(CH3COO)2 (53 mg, 0,30 mmol) was dissolved in the smallest possible amount of methanol while an excess of Me6TREN was dissolved in acetone. After addition of the second solution to the first one, a change in colour from light blue to green was observed. An excess of KPF6, dissolved in acetone, was added to the previous solution in order to promote the anion metathesis reaction. The solvent was evaporated and the green solid obtained was dissolved in pure acetone. A white solid remained undissolved on the bottomof the flask (CH3COOK) and was filtered off. The solution was dried under vacuum and the solid dissolved in dichloromethane in order to eliminate the excess of KPF6. After filtration of the solid residue,the solution was reduced in volume and the pure product 2 was precipitated upon addition of n-pentane. Crystals suitable for XRD were grown at low temperature by slow diffusion of n-pentane into a dichloromethane solution of 2. Yield: 86%; Anal. Calc. for[Ni(L1)(CH3COO)](PF6)H2O: C, 32.90; H, 6.90; N, 10.96. Found: C,33.23; H, 6.97; N, 10.93%.

33527-91-2 is used more and more widely, we look forward to future research findings about Tris[2-(dimethylamino)ethyl]amine

Reference£º
Article; Tordin, Elisa; List, Manuela; Monkowius, Uwe; Schindler, Siegfried; Knoer, Guenther; Inorganica Chimica Acta; vol. 402; (2013); p. 90 – 96;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

N1,N2-Dimethylethane-1,2-diamine, cas is 110-70-3, it is a common heterocyclic compound, the chiral-nitrogen-ligands compound, its synthesis route is as follows.,110-70-3

N, N’-Dimethylethylenediamine (5.00g, 57mmol) was dissolved in CH2Cl2 (25mL) and cooled to 0C. Di-tert-butyl dicarbonate (5.00g, 22mmol) was dissolved in CH2Cl2 (25mL) and added dropwise to the reaction flask at 0C, and then warmed to room temperature and stirred overnight. The reaction solution was quenched with H2O (20mL), and extracted with CH2Cl2 (40mL x 2), and the combined organic layers dried with Na2SO4, filtered and concentrated. The residue was purified by column chromatography on silica gel using CH3OH/CH2Cl2 (1/20, V/V) as eluent to give 2 as colorless oil (4.37g, 81%), 1H NMR (400MHz, CDCl3) delta 3.39-3.36 (m, 2H, CH2), 2.95-2.90 (s, 3H, CH3), 2.76 (m, 2H, CH2), 2.48 (s, 3H, CH3), 1.48 (s, 9H, (CH3)3); HRMS (ESI) m/z [M+H]+ Calcd for C9H21N2O2+: 189.1603. Found: 189.1601.

110-70-3 is used more and more widely, we look forward to future research findings about N1,N2-Dimethylethane-1,2-diamine

Reference£º
Article; Yang, Hao; Ouyang, Yifan; Ma, Hao; Cong, Hui; Zhuang, Chunlin; Lok, Wun-Taai; Wang, Zhe; Zhu, Xuanli; Sun, Yutong; Hong, Wei; Wang, Hao; Bioorganic and Medicinal Chemistry Letters; vol. 27; 20; (2017); p. 4635 – 4642;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Name is Tris[2-(dimethylamino)ethyl]amine, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 33527-91-2, its synthesis route is as follows.,33527-91-2

2.1 Preparation of [Co(Me6tren)Cl](ClO4) Analytical grade (Sigma-Aldrich) chemicals were used without further purification. The complex [Co(Me6tren)Cl](ClO4) has been prepared by the published recipe [32] : CoCl2¡¤6H2O (0.200 g, 0.84 mmol) was dissolved in EtOH (20 cm3) at 55 C. Me6tren (0.214 g, 0.92 mmol) dissolved in EtOH (10 cm3) was added dropwise with stirring, forming a blue solution that was stirred overnight at room temperature. NaClO4¡¤4H2O (0.118 g, 0.84 mmol) was added with stirring inducting precipitation of pale blue [Co(Me6tren)Cl](ClO4) (0.237 g, 67%) which was separated by filtration and dried on air. Anal. Calc. for C12H30CoN4O4Cl2: C, 34.11; H, 7.16; N, 13.27. Found: C, 34.36; H, 7.21; N, 13.28%.

With the complex challenges of chemical substances, we look forward to future research findings about Tris[2-(dimethylamino)ethyl]amine

Reference£º
Article; Packova, Alena; Miklovi?, Jozef; Bo?a, Roman; Polyhedron; vol. 102; (2015); p. 88 – 93;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Name is N1,N2-Dimethylethane-1,2-diamine, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 110-70-3, its synthesis route is as follows.,110-70-3

The ligand L1 was synthesized via previously reported procedure[23]. A solution of potassium carbonate (2.55 g, 18.45 mmol)in 10 mL water was dropwise added to the aqueous solution of 2-(chloromethyl)-pyridine hydrochloride (1.5 g, 9.15 mmol in10 mL). After about 30 min. of stirring at room temperature, thereaction mixture was extracted with dichloromethane(3 20 mL). The combined organic extracts were dried over anhydroussodium sulfate. The solution was filtered and the solvent wasremoved under vacuum. The resulted residue was then dissolvedin dichloromethane (10 mL). The dichloromethane solution of 2-chloromethyl-pyridine was added dropwise to a solution of N,N0-dimethylethylenediamine (0.471 mL, 5.34 mmol) in dichloromethane(15 mL). After this addition, 10 mL of aqueous sodiumhydroxide (1 M) was added slowly and the reaction mixture wasstirred for next 60 h at room temperature. After stirring was finished,another fraction of sodium hydroxide (10 mL, 1 M) wasadded rapidly. The reaction mixture was extracted with dichloromethane(3 25 mL) and combined organic portion was dried overanhydrous sodium sulfate. Evaporation of solvent led to isolationof the ligand L1 as a dark orange oil. (1.13 g, Yield 79%) 1H NMR(500 MHz, Methanol-d4) d 7.27 (m, 2H, pyridine ring), 7.50 (d,2H, pyridine ring), 7.76 (m, 2H, pyridine ring), 8.45 (d, 2H, pyridinering), 3.68 (s, 4H, -N-CH2-Py), 2.63 (s, 4H, -CH2-CH2-), 2.26 (s, 6H,N-CH3). IR (cm1): 2945, 2789, 1589, 1569, 1472, 1432, 1360,1304, 1146, 1090, 1031, 994, 635, 614, 418.

With the complex challenges of chemical substances, we look forward to future research findings about N1,N2-Dimethylethane-1,2-diamine

Reference£º
Article; Singh, Nirupama; Niklas, Jens; Poluektov, Oleg; Van Heuvelen, Katherine M.; Mukherjee, Anusree; Inorganica Chimica Acta; vol. 455; (2017); p. 221 – 230;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

As a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, name is Tris[2-(dimethylamino)ethyl]amine, and cas is 33527-91-2, its synthesis route is as follows.,33527-91-2

General procedure: The copper complex Cu5-1 was dissolved in water, and an excessive amount of an aqueous solution of saturated sodium tetrafluoroborate (manufactured by Wako Pure Chemical Industries, Ltd.) was added while stirring. A precipitated solid was collected by filtering and a copper complex Cu5-72 was obtained.

With the complex challenges of chemical substances, we look forward to future research findings about 33527-91-2,belong chiral-nitrogen-ligands compound

Reference£º
Patent; FUJIFILM Corporation; Sasaki, Kouitsu; Kawashima, Takashi; Hitomi, Seiichi; Shiraishi, Yasuharu; US10215898; (2019); B2;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

As a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, name is N1,N2-Dimethylethane-1,2-diamine, and cas is 110-70-3, its synthesis route is as follows.,110-70-3

Step. A: N-Methyl-N’-methyl-N’-t-butoxycarbonylethylenediamine A solution of 1 gram (4.58 mmole) of di-t-butyl-dicarbonate in 8 mL of CH2 Cl2 at 0 C. was treated with 0.98 mL (9.16 mmole) of N-methyl-N’-methylethylenediamine. After 20 min the cooling bath was removed and the mixture allowed to warm to 22 C. After 4 hours the mixture was concentrated in vacuo. The residue was purified by flash chromatography on 68 g silica gel eluding with 1 liter of 100:9:0.3 CH2 Cl2:MeOH: ammonia water, then 500 mL of 100:11:0.3 CH2 Cl2:MeOH: ammonia water to give 190 mg (22%) of a volatile oil.

With the complex challenges of chemical substances, we look forward to future research findings about 110-70-3,belong chiral-nitrogen-ligands compound

Reference£º
Patent; Merck & Co., Inc.; US5344830; (1994); A;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis