Tag: M.W:200-300

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.

To a solution of tris(2-dimethylaminoethyl)amine (0.326 g, 1.41 mmol) in acetonitrile (4 mL) was added 1-bromooctadecane (1.41g, 4.23 mmol). The resulting mixture was heated at reflux with stirring for 23 hours, during which time a white solid was observed. After cooling, and the addition of a cold hexanes/acetonemixture (15 mL, 1:1), to the reaction flask, the precipitate was filtered with a Buchner funnel, and rinsed with a cold hexanes/acetone mixture (20 mL, 1:1), resulting in T-18,18,18 (1.48 g, 85%) as a white powder; mp=227-259 C; ?H NMR (300 JVII-Tz, CDC13) oe 4.13-4.02 (m, 6H), 3.65-3.58 (m, 6H), 3.46-3.38 (m, 6H), 3.35 (s, 18H), 1.78-1.66 (m, 6H), 1.41-1.37 (m, 90H), 0.89-0.82 (m, 9H); high resolutionmass spectrum (ESI) in/z 330.0376 ([Mj3 calculated for [C66H,4,N4j3: 330.0380). ?H spectmm of compound T-18,18,18 can be found in Figure 55.

33527-91-2, 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.,33527-91-2 ,Tris[2-(dimethylamino)ethyl]amine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; VILLANOVA UNIVERSITY; WUEST, William, M.; MINBIOLE, Kevin, P.C.; BARBAY, Deanna, L.; (227 pag.)WO2016/172436; (2016); 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

31886-58-5, 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. (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, cas is 31886-58-5,the chiral-nitrogen-ligands compound, it is a common compound, a new synthetic route is introduced below.

a) Preparation of the chlorophosphine (X3)3.85 ml (5 mmol) of S-BuLi (1.3 M in cyclohexane) are added dropwise to a solution of 1.29 g (5 mmol) of (R)-1-dimethylamino-1-ferrocenylethane in 5 ml of TBME at <-20C. After stirring the mixture at the same temperature for 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another 1.5 hours. The reaction mixture is then cooled to -78C and 0.62 ml (5 mmol) of dichloroisopropylphosphine is added dropwise at such a rate that the temperature does not exceed -60C. Further stirring at -78C for 30 minutes and subsequently at room temperature for one hour gives a suspension comprising the chlorophosphine X3; Example B17: Preparation of the compound (Rc,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen- i-yllcyclohexylphosphino-i '-bis-beta.S-d^trifluoromethylJphenyllphosphinoferrocene (B17):4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.44 g (10 mmol) of 1 ,1 '-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of < -30C. The mixture is stirred at this temperature for a further 1.5 hours to give a suspension of 1-bromo-1 '-lithioferrocene X5.In a second reaction vessel, 7.7 ml (10 mmol) of S-BuLi (1.3 M in cyclohexane) are added dropwise to a solution of 2.57 g (10 mmol) of (R)-1-dimethylamino-1-ferrocenylethane in 15 ml of TBME at <-10C. After stirring the mixture at the same temperature for 10 minutes, the temperature is allowed to rise to 0 and the mixture is stirred for another 1.5 hours. The reaction mixture is then cooled to -78C and 1.51 ml (10 mmol) of dichlorocyclohexyl- phosphine are added. Further stirring at -78C for 30 minutes and, after removal of cooling, at room temperature for another one hour gives a suspension of the chlorophosphine X4 which is subsequently added at a temperature of <-10C to the suspension of 1-bromo-1 '-lithio- ferrocene X5. The cooling is then removed and the mixture is stirred at room temperature for a further 1.5 hours. After renewed cooling to <-50C, 4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise. After the addition, the temperature is allowed to rise to 0C and the mixture is stirred for a further 30 minutes. It is then cooled to -20C and 4.63 g (10 mmol) of bis[3,5-di(trifluoromethyl)phenyl]chlorophosphine are added. The cooling is subsequently removed and the mixture is stirred at room temperature for another 1.5 hours. The reaction mixture is admixed with 1 N NaOH and extracted. The organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure on a rotary evaporator. The residue is subsequently heated at 150C for one hour. Chromatographic purification (silica gel 60; eluent = hexane/ethyl acetate 8:1 ) gives the compound B17 as a yellow solid (yield: 66%). 1H NMR (300 MHz, C6D6): delta 1.25 (d, 3H, J = 6.7 Hz), 1.00-2.29 (m, 1 1 H), 2.20 (s, 6H), 3.78 (m, 1 H), 4.02 (m, 1 H), 4.04 (s, 5H), 4.09 (m, 1 H), 4.14 (m, 1 H), 4.17 (m, 1 H), 4.21 (m, 1 H), 4.40 (m, 2H), 4.60 (m, 1 H), 7.80 (d, 2H, J = 6.8 Hz), 8.00 (d, 4H, J = 6.0 Hz). 31P NMR (121.5 MHz, C6D6): delta -27.1 (s); -14.1 (s).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, 31886-58-5

Reference£º
Patent; SOLVIAS AG; WO2007/116081; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33527-91-2,Tris[2-(dimethylamino)ethyl]amine,as a common compound, the synthetic 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 Tris[2-(dimethylamino)ethyl]amine 263094, achiral-nitrogen-ligands compound, is more and more widely used in various fields.

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 (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 31886-58-5, its synthesis route is as follows.,31886-58-5

15.4 ml of a cyclohexane solution of s-butyllithium (1.3 M, 22 mmol) are added to a solution of 5.14 g (20 mmol) of (R)-N, N-dimethyl-1 -ferrocenylethylamine [(R)-ugi- amine] in 30 ml of t-butyl methyl ether (TBME) at <20C over a period of 10 minutes. The mixture is then heated to 00C while stirring and maintained at this temperature for 1.5 hours. It is then cooled to <60C and 2.47 ml (20 mmol) of dichlororopropyl- phosphine are added over a period of 10 mintues. After stirring at -78C for30 minutes, the mixture is allowed to warm slowly to room temperature and is stirred at this temperature for 1.5 hours. With the complex challenges of chemical substances, we look forward to future research findings about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine Reference£º
Patent; SOLVIAS AG; WO2008/55942; (2008); 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

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: LiBH4 (22 mg, 1 mmol) and Me6TREN (0.52 mL, 2 mmol) wereadded to 5 mL of THF. This was heated to reflux for 1 h at whichpoint the heat and stirrer were turned off. Slow cooling of the solutionyielded X-ray quality colorless crystals

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

Reference£º
Article; Kennedy, Alan R.; McLellan, Ross; McNeil, Greg J.; Mulvey, Robert E.; Robertson, Stuart D.; Polyhedron; vol. 103; (2016); p. 94 – 99;,
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: LiBH4 (22 mg, 1 mmol) and Me6TREN (0.52 mL, 2 mmol) wereadded to 5 mL of THF. This was heated to reflux for 1 h at whichpoint the heat and stirrer were turned off. Slow cooling of the solutionyielded X-ray quality colorless crystals

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
Article; Kennedy, Alan R.; McLellan, Ross; McNeil, Greg J.; Mulvey, Robert E.; Robertson, Stuart D.; Polyhedron; vol. 103; (2016); p. 94 – 99;,
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 (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, and cas is 31886-58-5, its synthesis route is as follows.,31886-58-5

500 mg (R)-N,N-dimethylferrocene amine (shown in formula a) is added to the ether solution to dissolve, and the reaction system is cooled to At -78 , add 1.2eq n-butyllithium, 1.2eqTMEDA, 1.1eq elemental iodine, react at low temperature for 30 minutes, naturally rise to room temperature, detect the reaction by TLC, quench the reaction after the reaction is completed, ethyl acetate extraction, concentration, column Chromatographic separation yields the target product (represented by formula b).Dissolve 480 mg of the obtained product in tetrahydrofuran, add 12 mg of palladium metal catalyst and 100 mg of pyridine boric acid, react at room temperature, and check the reaction after 4 hours. After the reaction is complete, directly concentrate through the column to separate. In the method, 450 mg of diphenylphosphinomethanamine was added, and the reaction was refluxed for 2 hours. The reaction was detected by TLC, and finally the target product (represented by Formula A1) was obtained, with a total yield of 31%.

With the complex challenges of chemical substances, we look forward to future research findings about 31886-58-5,belong chiral-nitrogen-ligands compound

Reference£º
Patent; Jiangsu Pharmaceutical Profession College; Qi Liang; Lin Rui; (8 pag.)CN110845547; (2020); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33527-91-2,Tris[2-(dimethylamino)ethyl]amine,as a common compound, the synthetic route is as follows.,33527-91-2

To a mixture of Cu(NO3)22.5H2O (0.504 g, 2.17 mmol) in MeOH(15.0 mL), was added tris[2-(dimethylamino)ethyl]amine (L4)(0.500 g, 2.17 mmol) and stirred at RT. The blue solution was evaporatedunder reduced pressure to afford a yellow solid. The solidwas dissolved again in MeOH and diffused with diethyl ether. Suitableblue block-shaped crystals were obtained in 2 days. Yield(0.921 g, 98%).

The synthetic route of 33527-91-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sivanesan, Dharmalingam; Seo, Bongkuk; Lim, Choong-Sun; Kim, Hyeon-Gook; Journal of Catalysis; vol. 382; (2020); p. 121 – 128;,
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 (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 31886-58-5, its synthesis route is as follows.,31886-58-5

b) Preparation of L (mixture of diastereomers).At <-100C, 15.5 ml (23.2 mmol) of t-butyllithium (t-Bu-Li) (1.5 M in pentane) are added dropwise to a solution of 5.98 g (23.2 mmol) of (R)-1 -dimethylamino-1 - ferrocenylethane in 40 ml of diethyl ether (DE). After stirring at the same temperature for 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another 1.5 hours. A solution of the compound X2 is thus obtained, which is added via a cannula to the cooled suspension of the monochlorophosphine X1 at a sufficiently slow rate that the temperature does not exceed -300C. After stirring at -30C for a further 10 minutes, the temperature is allowed to rise to 0C, and the mixture is stirred at this temperature for another 2 hours. The reaction mixture is admixed with 20 ml of water. The organic phase is removed and dried over sodium sulphate, and the solvent is distilled off on a rotary evaporator under reduced pressure. After chromatographic purification (silica gel 60; eluent = heptane/ethyl acetate(EA)/Nethyl3(Net3) 85:10:5), 11.39 g of the desired product are obtained as a mixture of 2 diastereomers. With the complex challenges of chemical substances, we look forward to future research findings about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2008/113835; (2008); 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 (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, as a common heterocyclic compound, it belongs to chiral-nitrogen-ligands compound, and cas is 31886-58-5, its synthesis route is as follows.,31886-58-5

General procedure: To a solution of (R)-Ugi?s amine 3 (2.57 g, 10 mmol) in TBME (20 mL) was added 1.6 M t-BuLi solution in n-hexane (6.8 mL, 10.88 mmol) at 0 C. After the addition was complete, the mixture was warmed to room temperature, and stirred for 1.5 h at room temperature. The mixture was then cooled to 0 C again, and Ar2PCl (11 mmol) was added in one portion. After stirring for 20 min at 0 C, the mixture was warmed to room temperature, and stirred for 1.5 h at room temperature. The mixture was then quenched by the addition of saturated NaHCO3 solution (20 mL). The organic layer was separated and dried over MgSO4, and the solvent was removed under reduced pressure, after which the filtrate was concentrated. The residue was purified by chromatography to afford 4a, 4e, and 4f.

With the complex challenges of chemical substances, we look forward to future research findings about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine

Reference£º
Article; Nie, Huifang; Zhou, Gang; Wang, Quanjun; Chen, Weiping; Zhang, Shengyong; Tetrahedron Asymmetry; vol. 24; 24; (2013); p. 1567 – 1571;,
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