Tag: 31886-58-5

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31886-58-5,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,as a common compound, the synthetic route is as follows.

To a degassed solution of (R)-1 (662 mg, 2.57 mmol) in THF (3.2 mL) was added sec-BuLi (1.4 M in cyclohexane, 2 mL, 2.8 mmol) at 0 C. The resulting deep-red solution was stirred for an additional 3 h at the same temperature. To this reaction mixture was added a solution of ZnBr2 (1.3 M in THF, 2.38 mL, 3.09 mmol) at 0 C and stirring was continued at r.t. for 1 h. To a degassed solution of [Pd2dba3]¡¤CHCl3 (266 mg, 0.257 mmol) and tris(2,4-di-tert-butylphenyl)-phosphite (666 mg, 1.029 mmol) in THF (5.5 mL) was added a degassed solution of sulfide (S)- 4 (890 mg, 2.05 mmol) in THF (3 mL). The resulting dark purple solution was stirred for an additional 10 min at r.t. and was subsequently added dropwise to the previously prepared organozinc compound. The reaction mixture was heated to reflux under argon at 75 C for 18 h, and then cooled to r.t., quenched with H2O and extracted with ethyl acetate (3 ¡Á 200 mL). The combined organic layers were washed with brine (3 ¡Á 200 mL) and dried over MgSO4. The mixture was filtered, the solvent was evaporated and the crude product was purified by column chromatography (silica, PE/EE/NEt3 = 20/10/1). The product (R,SFc,RFc)- 5 was obtained as an orange foam (yield: 687 mg, 59%). M.p.: 58-61 C. 1H NMR (400 MHz, CDCl3): delta 1.37 (d, J = 6.8 Hz, 3H, CH3CH), 1.61 (s, 6H, N(CH3)2), 2.20 (s, 3H, Ph-CH3), 3.65 (q, J = 6.8 Hz, 1H, CH3CH), 4.11 (dd, J1 = 2.4 Hz, J2 = 1.4 Hz, 1H, H3), 4.27 (s, 5H, Cp?), 4.30 (dd, J1 = J2 = 2.4 Hz, 1H, H4), 4.35 (s, 5H, Cp?), 4.37 (dd, J1 = J2 = 2.5 Hz, 1H, H4?) 4.44 (dd, J1 = 2.5 Hz, J2 = 1.5 Hz, 1H, H3? 4.59 (dd, J1 = 2.5 Hz, J2 = 1.5 Hz, 1H, H5? 4.64 (dd, J1 = 2.4 Hz, J2 = 1.4 Hz, 1H, H5), 6.88 (d, J = 8.1 Hz, 2H, Ph-meta), 7.02 (d, J = 8.1 Hz, 2H, Ph-ortho). 13C{1H} NMR (100.6 MHz, CDCl3): delta 14.7 (CH3CH), 20.9 (Ph-CH3), 40.3 (2C, N(CH3)2), 55.4 (CH3CH), 66.1 (C4), 66.7 (C3), 67.9 (C4? 69.6 (5C, Cp’), 70.7 (5C, Cp?), 71.7 (C5? 72.4 (C5), 74.1 (C3? 89.8 (C2), 128.9 (2C, Ph-ortho), 129.1 (2C, Ph-meta), 135.1 (2C, Ph-ipso + Ph-para); 3 Cq (C1, C1? C2? were not observed. HR-MS (EI): m/z [M?]+ calcd. 563.1032 for C31H33Fe2NS; found: 563.1050. [alpha]lambda20 (nm): -660 (589), -746 (578), -1180 (546) (c 0.224, CHCl3).

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

Reference£º
Article; Gross, Manuela A.; Mereiter, Kurt; Wang, Yaping; Weissensteiner, Walter; Journal of Organometallic Chemistry; vol. 716; (2012); p. 32 – 38;,
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.31886-58-5,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,as a common compound, the synthetic route is as follows.

Weigh I (5.0g, 19.4mmol) in 100mL reaction flask, dissolved with 50.0mL of ether, Sec-butyllithium (44.9 mL, 58.3 mmol, 1.3 M) was added dropwise to the reaction flask under nitrogen atmosphere, Stirred at room temperature for 2h, Weigh diphenylphosphine chloride (4.2mL, 23.3mmol) was added dropwise to the reaction flask, Warmed to reflux, 4h after the reaction is completed, The reaction solution was poured into water to quench, Extraction with ethyl acetate, drying, Ethyl acetate was removed by rotary evaporation, Purification by column chromatography on residue gave 7.5 g of the target compound VIII, Yield: 87.4%, yellow solid. Mass spectral analysis MALDI-TOF-MS m / z: 441 (M +).

As the paragraph descriping shows that 31886-58-5 is playing an increasingly important role.

Reference£º
Patent; Shanghai Maosheng Kanghui Technology Co., Ltd.; Jiang Xuefeng; Ying Yongcheng; Teng Haige; Chen Pei; (20 pag.)CN107286202; (2017); 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.31886-58-5,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,as a common compound, the synthetic route is as follows.

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.

As the paragraph descriping shows that 31886-58-5 is playing an increasingly important role.

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

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

4.0 ml (5.2 mmol) of S-BuLi (1.3 M in cyclohexanone) are added dropwise at -78C with stirring to a solution of 1.29 g (5 mmol) of compound 15 in 5 ml of TBME. The temperature is then allowed to rise to room temperature and the mixture is stirred further for 1.5 h. The resulting suspension is then injected with elevated pressure (argon) through a cannula into a second vessel in which a solution of 0.44 ml (5 mmol) of PCI3 in 10 ml of TBME is stirred at -78C. After the addition, the temperature is allowed to rise to 00C, and the resulting suspension is stirred further for another 1.5 hours. After adding 10 ml of THF, reaction solution 1 comprising compound 16 is obtained.

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; Solvias AG; WO2007/135179; (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.31886-58-5,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,as a common compound, the synthetic route is as follows.

For a preparation of Ugi amine 7 refer to Marquarding, D. et al., J. Am. Chem. Soc. 1970, 92, 5389.In a 200 ml schlenk tube, Ugi amine 7 (4 g, 15 mmol) was dissolved in Et2O (50 ml) at room temperature, n-BuLi (12 ml, 30 mmol) was added to the mixture at that temperature and stirred overnight under an inert atmosphere. The reaction mixture was cooled to -78C and Iodine (9.52 g, 37.5 mmol) dissolved in THF (60 ml) was added over the course of 10 min. The reaction was stirred at -78C for 90 min before allowing to warm to room temperature, at which point it was allowed to stirred for an additional 90 min before quenching at 0C with sodium thiosulfate(aq)(50 ml, 25% w/v). Dilute with Et2O (30 ml), the layers were separated and the aqueous layer was further extracted with ether (50 ml x 3). The combined organic fractions were dried over MgSO4solvent remove in vacuo and purified via flash column chromatography (5% MeOH, 5% TEA in DCM) to yield product (3.18 g, 55%).1H NMR (400 MHz, CDCl3) delta 4.46 (dd, J = 2.4, 1.4 Hz, 1 H), 4.24 (t, J = 2.6 Hz, 1 H), 4.15 (dd, J = 2.7, 1.3 Hz, 1 H), 4.12 (s, 5H), 3.62 (q, J = 6.8 Hz, 1 H), 2.15 (s, 6H), 1.50 (d, J = 6.8 Hz, 3H).13C NMR (101 MHz, CDCl3) delta 90.21 (ipso Cp), 74.32 (Fc), 71.67 (Fc), 68.19 (Fc), 65.59 (Fc), 57.59 (CH*), 45.49 (ipso Cp), 41.22 (CH3), 16.01 (CH3). MS (ES) (m/z) calcd for d4H18N56Fel 382.9833, found 382.9820. IR (cm-1): 3078 (=C-H), 2931 (CH2), 2878 (CH2), 2809 (CH2), 1446 (CH3), 1371 (CH3), 1243, 1087, 821 (CH=CH), 732 (CH Ar). Mp: melt at 58C-60C. aD(c = 0.0022 g/ml, DCM) = +7.3.

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; THE UNIVERSITY OF BIRMINGHAM; TSELEPIS, Chris; TUCKER, James; NGUYEN, Huy Van; HODGES, Nikolas John; MEHELLOU, Youcef; WO2015/92432; (2015); 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.31886-58-5,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine,as a common compound, the synthetic route is as follows.

The compound having the structure shown in Formula (II) of FIG. 4 was made using the scheme set forth in FIG. 1. First, alpha-Dimethylaminoethylferrocene, (14.30 g, 55.61 mmol), (as Compound 1) was dissolved in solvent (85 ml) under argon. N-butyl lithium (1.6 M) was added slowly (22.6 ml, 66.73 mmol, 1.2 eq.) and the reaction was stirred at room temperature for one hour. The solution was then purged with argon for thirty minutes. Chlorodiphenylphosphine (12.0 ml, 66.73 mmol, 1.2 eq.) in tert-butyl methyl ether (10 ml) was added slowly, and the reaction stirred at room temperature for four hours. The reaction was cooled to 0 C., and saturated sodium bicarbonate solution (57 ml) was added followed by water (45 ml). The composition separated into aqueous and organic phases, and the aqueous layer was removed and washed with toluene, and the resulting toluene was separated from the aqueous layer and combined with the organic layer, with the resulting composition being was dried over magnesium sulfate. The magnesium sulfate hydrate was then removed by filtration. The resulting filtrate solution was concentrated under vacuum to give an orange oil. The resulting oil was dissolved in ethanol and then solvents were removed under vacuum once more. The oil was then recrystallized by dissolving in the minimum amount of hot ethanol (45 ml) and cooling to room temperature. The resulting product, present as an orange solid, contained compound 2, which was 1-alpha-dimethyl-aminoethyl-2-(diphenylphosphino)ferrocene (9.16 g, 20.7 mmol, 31% yield).

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; Eastman Chemical Company; How, Rebecca; Clarke, Matt; Hembre, Robert Thomas; Ponasik, James A.; Tolleson, Ginette S.; (17 pag.)US9308527; (2016); 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