Category: chiral-nitrogen-ligands

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

(1) Raw material storage tanks 1,4 are respectively methyl tert-butyl ether solution of N,N-dimethyl-(R)-1-[(S)-ferrocenyl]ethylamine (mass fraction 15%) And n-hexane solution of n-butyllithium (2.7M), methyl t-butyl group of N,N-dimethyl-(R)-1-[(S)-ferrocenyl]ethylamine was controlled by a metering pump the flow rate of the ether solution was 50 mL/min, the flow rate of the n-hexane solution of n-butyllithium was 14 mL/min, and the thermostatic module injected into the microchannel reactor was thermostated at 25 C; after constant temperature treatment, the first mixing module of the microchannel reactor was introduced. The reaction was carried out at a reaction temperature of 25 C and a residence time of 10.7 s.(2) reacting the effluent of the first mixing module with diphenylphosphine chloride in a second mixing module, controlling the flow rate of diphenylphosphonium chloride to 7 mL/min by a metering pump, and the reaction temperature is 35 C, and residence time 9.8s.(3) The effluent of the microchannel reactor was acidified to neutral with concentrated hydrochloric acid, extracted with ethyl acetate, dried over anhydrous sodium sulfate and evaporated to give a brown solid N,N-dimethyl-(R)-1- [(S)-2-(diphenylphosphino)ferrocenyl]ethylamine crude,Recrystallization from ethanol gave a pale yellow solid N,N-dimethyl-(R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine, N,N-dimethyl The mass ratio of the crude -(R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine to ethanol was 1:5; the yield was 82.4%.

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; Xi’an Modern Chemical Institute; Yang Cuifeng; Chen Tao; Xu Zegang; Mao Mingzhen; Zhang Xiaoguang; Ning Binke; Su Tianduo; Li Bingbo; Wang Yuemei; Wei Tianqi; Zhang Yuanyuan; (7 pag.)CN108456235; (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 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

1,4-Dimethyl-3-(4-nitrophenyl)piperazin-2-one (3); A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer was purged with nitrogen, charged with N1,N2-dimethylethane-1,2-diamine (1.61 g, 18.2 mmol), ethanol (5 mL) and 2 (500 mg, 1.82 mmol), and the reaction was stirred at room temperature for 1 h. After this time, the reaction mixture was evaporated under reduced pressure, and the resulting residue was purified by flash column chromatography to afford an 89% yield (404 mg) of 3 as a yellow oil: 1H NMR (500 MHz, DMSO-d6) delta 8.18 (d, 2H, J=8.5 Hz), 7.60 (d, 2H, J=8.5 Hz), 3.87 (s, 1H), 3.61 (td, 1H, J=12.0, 4.0 Hz), 3.26 (ddd, 1H, J=12.0, 4.0, 2.5 Hz), 3.02 (ddd, 1H, J=12.0, 4.0, 2.5 Hz), 2.84 (s, 3H), 2.64 (td, 1H, J=12.0, 4.0 Hz), 2.06 (s, 3H).

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; Zhao, Zhongdong; Zhichkin, Pavel E.; Stafford, Douglas G.; Kropf, Jeffrey E.; BLOMGREN, Peter A.; Currie, Kevin S.; Lee, Seung H.; Mitchell, Scott A.; Xu, Jianjun; Schmitt, Aaron C.; US2009/82330; (2009); 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

119139-23-0, 3,4-Di(1H-indol-3-yl)-1H-pyrrole-2,5-dione is a chiral-nitrogen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

119139-23-0, EXAMPLE 14 820 mg of Lawesson’s reagent was added to a solution of 330 mg of 3,4-bis(3-indolyl)-1H-pyrrole-2,5-dione in 50 ml of dimethoxyethane and the mixture was heated to reflux for 1 hour. 410 mg of Lawesson’s reagent were then added and the mixture was heated to reflux for a further 1 hour. The solvent was evaporated and the residue was purified on silica gel with ethyl acetate/hexane (1:4). Recrystallization from diethyl ether/hexane gave 30 mg of 5-thioxo-3,4-bis(3-indolyl)-3-pyrrolin-2-one, m.p. 254-257 C.

The synthetic route of 119139-23-0 has been constantly updated, and we look forward to future research findings.

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,N1,N2-Dimethylethane-1,2-diamine,110-70-3,Molecular formula: C4H12N2,mainly used in chemical industry, its synthesis route is as follows.,110-70-3

To a solution of 2-thiophenecarboxaldehyde (8.6 ml, 104 mmol) in toluene was added APatent; METABASIS THERAPEUTICS, INC.; WO2009/23718; (2009); 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

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 13 20 ml of a 1M solution of LiAlH4 in diethyl ether was added to a solution of 1.0 g of 3,4-bis(3-indolyl)-1H-pyrrole-2,5-dione in 140 ml of THF. The mixture was stirred for 18 hours under nitrogen. The mixture was cooled to 0 C., quenched with 50 ml of water, then acidified to pH 2 with 2M hydrochloric acid and extracted with ethyl acetate. The organic extracts were washed with saturated sodium bicarbonate solution, dried and evaporated. The residue was purified on silica gel with 5-10% methanol in dichloromethane. The first product eluted was triturated with ethyl acetate/hexane to give 175 mg of 3,4-bis(3-indolyl)-3-pyrrolin-2-one, m.p. 290-293 C. (decomposition). The second product eluted was crystallized from ethyl acetate/chloroform to give 490 mg of 5-hydroxy-3,4-bis(3-indolyl)-3-pyrrolin-2-one, m.p. above 250 C. (decomposition).

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

To a solution of 1.0 g (R)-Ugi amine (3.8 mmol) in dry DCM, 2 cm3 acetic acid anhydride (21 mmol) was added dropwise at room temperature.After 5 h, the reaction mixture was diluted with another portion of DCM (30 cm3) and washed with 5% NaHCO3(4 ¡Á 20 cm3). The collected organic layers were dried over MgSO4 and filtered, and the resulting solution was evaporated under reduced pressure to afford the crude product as an orange crystalline solid (1.04 g, 93%). M.p.: 70-72 C(lit. 70-71 C); 1H NMR (300 MHz, CDCl3):delta = 5.83 (q,J = 6.5 Hz, 1H), 4.29-4.19 (m, 2H), 4.15 (s, 3H), 1.56 (d,J = 6.5 Hz, 3H) ppm.

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
Article; Mravec, Bernard; Plevova, Kristina; ?ebesta, Radovan; Monatshefte fur Chemie; vol. 150; 2; (2019); p. 295 – 302;,
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,N1,N2-Dimethylethane-1,2-diamine,110-70-3,Molecular formula: C4H12N2,mainly used in chemical industry, its synthesis route is as follows.,110-70-3

To a solution of N,N?-dimethylethane-1,2-diamine (40.4 g) in DCM (300 mL) was added a solution of Boc2O (10 g, 10.6 mL, 45.8 mmol) in DCM (100 mL) dropwise at 0 C over 1 hr. The reaction mixture was stirred at room temperature for 18 hrs. The organic layer was washed with saturated aqueous NaHCO3 (50 mL), brine (50 mL), dried overNa2SO4 and concentrated in vacuo. The residue was purified by column chromatography toafford tert-butyl N-methyl-N- [2-(methylamino)ethyl]carbamate (6.8 g, Compound BC-i)as a yellow oil. 1H NMR (400MHz, CDCl3) 5 ppm: 3.34 (br. s., 2H), 2.89 (s, 3H), 2.74 (t, J= 6.7 Hz, 2H), 2.46 (s, 3H), 1.47 (s, 9H).

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; POESCHINGER, Thomas; RIES, Carola; SHEN, Hong; YUN, Hongying; HOVES, Sabine; HAGE, Carina; (224 pag.)WO2019/166432; (2019); 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

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

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