Chiral nitrogen ligands

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

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.

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

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

31886-58-5, (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine is a chiral-nitrogen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,31886-58-5

General procedure: 0C, N2,7 mL of tBuLi in n-hexane (1.6 mol/L, 11.2 mmol) was added dropwise with stirringCompound 1 (2.57 g, 10 mmol) in anhydrous ether (20 mL),After the addition, the mixture was naturally warmed to room temperature and stirred for 2 hours. Then cool down to -78C,The redistilled PCl3 (11.46 mmol, 1 mL) was slowly added dropwise, and the mixture was warmed to room temperature.The reaction was overnight. Then cool down to -78C again.A solution of R2MgBr (prepared from 30 mmol of R2Br and 0.8 g, 33.3 mmol of magnesium turnings in tetrahydrofuran) was slowly added dropwise using a constant pressure funnel. After the addition, slowly warm up the reaction overnight.Then 20 mL of saturated NH4Cl solution was added. The oil phase was extracted three times with 20 mL ether.After the oil phase was dried over anhydrous sodium sulfate, it was spin-dried, and the silica gel was subjected to a chromatography to obtain the target compound 2 .

31886-58-5 (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine 16212257, achiral-nitrogen-ligands compound, is more and more widely used in various.

Reference£º
Patent; Kaitelisi (Shenzhen) Technology Co., Ltd.; Zhang Xumu; Liang Zhiqin; (17 pag.)CN107722068; (2018); 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

As a common heterocyclic compound, it belong chiral-nitrogen-ligands compound,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,31886-58-5,Molecular formula: C14H19FeN,mainly used in chemical industry, its synthesis route is as follows.,31886-58-5

(S)-Ugi-amine 1 (2.57 g, 10 mmol) was dissolved in 25 mL of diethyl ether, and n-butyllithium (8 mL, 2.5 mol/L) was added dropwise to the reaction system under nitrogen protection and ice salt bath cooling. After that, the temperature was slowly raised to room temperature, and the reaction was stirred for 3 hours. To the ice salt bath, chlorobis(3,5-di-t-butylphenyl)phosphine (8.90 g, 20 mmol) was added dropwise thereto, and after the completion of the dropwise addition, the mixture was slowly warmed to room temperature, and the reaction was stirred for 24 hours. The reaction was quenched with saturated sodium bicarbonate solution and extracted with dichloromethane. Dry over anhydrous sodium sulfate, Concentration and column chromatography gave product 7 (3.79 g, 57%).

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,belong chiral-nitrogen-ligands compound

Reference£º
Patent; Zhejiang University of Technology; Zhong Weihui; Ling Fei; Nian Sanfei; (14 pag.)CN108774271; (2018); 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

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

2-(2-methoxyphenyl)-1,3-dimethylimidazolidine. A solution of o-anisaldehyde (9.0 g, 66 mmol) and N,N’-dimethylethylenediamine (7.9 mL, 73 mmol) in ethanol (180 mL) was stirred at r.t. for overnight. MgSO4 (30 g) was added and the mixture was stirred for 20 min. The reaction mixture was filtered and washed with ether. The solvent was removed in vacuo to afford 2-(2-methoxyphenyl)-1,3-dimethylimidazolidine as a light yellow solid, 12 g, yield 88%. 1H NMR (500 MHz, CHLOROFORM-D) delta ppm 2.21 (s, 6H) 2.57-2.72 (m, 2H) 3.34 (d, J=2.75 Hz, 2H) 3.82 (s, 3H) 4.13 (s, 1H) 6.88 (d, J=8.24 Hz, 1H) 7.00 (t, J=7.48 Hz, 1H) 7.25-7.30 (m, 1H) 7.67 (d, J=7.63 Hz, 1H).

With the synthetic route has been constantly updated, we look forward to future research findings about N1,N2-Dimethylethane-1,2-diamine,belong chiral-nitrogen-ligands compound

Reference£º
Patent; Bristol-Myers Squibb Company; US2007/270406; (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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO17,mainly used in chemical industry, its synthesis route is as follows.,110-70-3

General procedure: To a cooled to 0 C suspension consisting of N,N’-dimethyl-1,2-ethylenediamine (4.4 g, 0.05 mol), sodium bicarbonate (33.6 g, 0.40 mol), and CH2Cl2 (50 mL), a solution of 2-bromopropionyl chloride (1a) (25.7 g, 0.15 mol) in CH2Cl2 (40 mL) was added. The reaction temperature was maintained within 0-5 C and the addition time was 40 min. The mixture was stirred for 4 h at the same temperature. Water (130 mL) and CH2Cl2 (60 mL) were added and the organic layer was separated. The combined organic fractions were dried over sodium sulfate. The solvent was removed under reduced pressure. The residue was treated with hexane (30 mL) and a solid product was filtered off and recrystallized from diethyl ether to give pure compound 2a (13.25 g, 74%), m.p. 77.0-77.4 C (from diethyl ether).

With the synthetic route has been constantly updated, we look forward to future research findings about N1,N2-Dimethylethane-1,2-diamine,belong chiral-nitrogen-ligands compound

Reference£º
Article; Goncharova; Yakushchenko; Raevskaya; Yakushchenko; Konovalova; Russian Chemical Bulletin; vol. 68; 1; (2019); p. 181 – 185; Izv. Akad. Nauk, Ser. Khim.; 1; (2019); p. 181 – 185,5;,
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 quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO253,mainly used in chemical industry, its synthesis route is as follows.,33527-91-2

LiBEt3H (1 mL, 1.0 M in THF, 1 mmol) and Me6TREN (0.26 mL,1 mmol) were added to 5 mL of hexane, precipitating a white powder.THF was slowly added dropwise with stirring until a homogeneoussolution was obtained (approx. 3 mL) Cooling of the solutionat 30 C yielded X-ray quality colorless crystals (225 mg, 67%).1H NMR (400.1 MHz, C6D6, 300 K): delta 2.06 (s, 18H, Me6TREN Me),1.86 (t, 6H, 3JHH = 4.95 Hz, Me6TREN CH2), 1.78 (t, 6H, 3JHH = 4.95 Hz,Me6TREN CH2), 1.54 (t, 9H, 3JHH = 7.43 Hz, BCH2CH3), 0.95 ppm(q, 6H, 3JHH = 7.43 Hz, BCH2CH3).13C NMR (100.6 MHz, C6D6, 300 K): delta 57.2 (Me6TREN CH2), 50.6(Me6TREN CH2), 45.7 (Me6TREN Me), 16.7 (m, 1JBC = 41.5 Hz,BCH2CH3), 14.2 ppm (BCH2CH3).7Li NMR (155.5 MHz, C6D6, 300 K): delta 0.18 ppm.11B NMR (128.3 MHz, C6D6, 300 K): delta 11.3 ppm (broad singlet).Elemental analysis for C18H46N4LiB: Calc.: C, 64.28; H, 13.79; N,16.66. Found: C, 64.24; H, 13.49; N, 16.75%.

With the complex challenges of chemical substances, we look forward to future research findings about Tris[2-(dimethylamino)ethyl]amine,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 belong chiral-nitrogen-ligands compound,3,4-Di(1H-indol-3-yl)-1H-pyrrole-2,5-dione,119139-23-0,Molecular formula: C20H13N3O2,mainly used in chemical industry, its synthesis route is as follows.,119139-23-0

EXAMPLE 10 1.4 ml of acetaldehyde dimethyl acetal and 10 mg of p-toluenesulphonic acid were added to a solution of 250 mg of 3,4-bis(3-indolyl)-1H-pyrrole-2,5-dione in 40 ml of chloroform. The resulting mixture was heated to reflux for 18 hours under nitrogen. The obtained solution was evaporated and the residue was purified on silica gel with ethyl acetate/petroleum ether (1:2). Recrystallization from chloroform/hexane gave 165 mg of 3,4-bis[1-(1-methoxyethyl)-3-indolyl]-1H-pyrrole-2,5-dione, m.p. 222-224 C.

With the synthetic route has been constantly updated, we look forward to future research findings about 3,4-Di(1H-indol-3-yl)-1H-pyrrole-2,5-dione,belong chiral-nitrogen-ligands compound

Reference£º
Patent; Hoffmann-La Roche Inc.; US5057614; (1991); 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

As a common heterocyclic compound, it belong chiral-nitrogen-ligands compound,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,31886-58-5,Molecular formula: C14H19FeN,mainly used in chemical industry, 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 -78C over a period of 10 minutes. The mixture is then heated to room temperature while stirring and maintained at this temperature for 1.5 hours. It is then cooled back down to -78 0C and 2.71 ml(20 mmol) of dichlorophenylphosphine are added over a period of 10 minutes. After stirring at -78C for 10 minutes, the mixture is allowed to warm slowly to room temperature and is stirred at this temperature for 1.5 hours.

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,belong chiral-nitrogen-ligands compound

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

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

a 1,3-Dimethyl-2-(2-thienyl)-imidazolidine 23.5 g (267 mmol) of N,N’-dimethylethylenediamine were dissolved in 300 ml of toluene and treated with 29.8 g (266 mmol) of thiophene-2-carbaldehyde. The clear mixture was refluxed for 4 hours using a Dean-Stark trap. After that time 4.9 ml of water had separated in the trap. After cooling, the solution was filtered and evaporated. The oily residue was destined in vacuo. Yield: 45 g. Boiling point: 65 C. (0.1 mm Hg).

110-70-3 N1,N2-Dimethylethane-1,2-diamine 8070, achiral-nitrogen-ligands compound, is more and more widely used in various.

Reference£º
Patent; Aventis Pharma Deutschland GmbH; Genentech, Inc.; US6566366; (2003); B1;,
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