Chiral catalyst

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO89,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

(R)-2-Amino-3-phenylpropionic acid (5.3 g, 32 mmol) was placed into a three- necked flask, and water (24 mL) was added. The flask was fitted with two addition funnels. 2N H2SO4 (18 mL) was placed in one addition funnel and 2N aqueous NaNO2 (18 mL) was placed in the other one. The reaction vessel was cooled to 0C, and the acid was added dropwise with stirring. After the initial amino acid was dissolved, dropwise addition of the NaNO2 solution started. Upon completion of the addition, the reaction was stirred at 0C for 3 hours and then allowed to stir at room temperature for 2 days. Then the reaction mixture was extracted several times with ethyl acetate. The combined organic layers were dried, filtered and concentrated under reduced pressure to give E51 (3.6 g, 68% yield) as a white solid.

With the complex challenges of chemical substances, we look forward to future research findings about D-Phenylalanine,belong chiral-catalyst compound

Reference£º
Patent; PHENOMIX CORPORATION; BETANCORT, Juan Manuel; HEPPERLE, Michael E.; CAMPBELL, David Alan; WINN, David T.; WO2010/33466; (2010); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

[1,1′-Binaphthalene]-2,2′-diamine, cas is 4488-22-6, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,4488-22-6

General procedure: To a solution of 2 (142 mg, 0.5 mmol) in pyridine (1 mL)/DCM (4 mL) was added mesylchloride (126 mg, 1.1 mmol) and the orange mixture was stirred at r.t. After 24 h, a second portion of mesylchloride was added (126 mg, 1.1 mmol) and stirring was continued. After complete conversion (TLC), the reaction was acidified (HCl, 1 M) and sufficiently extracted with DCM. The organic phase was dried (MgSO4) and the solvent removed under reduced pressure. The crude mixture was purified by MPLC (EtOAc (30?50%)/heptane) to yield 223 mg (quant.) of 3a as a mixture of tautomers; m.p.: 221-222 C.

With the rapid development of chemical substances, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diamine

Reference£º
Article; Lemmerer, Miran; Abraham, Michael; Brutiu, Bogdan R.; Roller, Alexander; Widhalm, Michael; Molecules; vol. 24; 17; (2019);,
Chiral Catalysts
Chiral catalysts – SlideShare

Name is 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 7181-87-5, its synthesis route is as follows.,7181-87-5

A 20 mL of freshly dried THF was added to a mixture of Me2-bimy¡¤HI (0.40 g, 1.46 mmol) and KOtBu (0.13 g, 1.17 mmol), and the mixture was stirred in an ice-water bath for 2 h. The resulting dark yellow solution was filtered and removed under vacuum. The residue was washed with n-hexane several times and then 1,3-dimethylbenzimidazol-2-ylidene (Me2-bimy) was obtained (0.10 g, 0.68 mmol). A 15 mL THF was added to a mixture of [TeFe3(CO)9{Cu(MeCN)}2] (0.26 g, 0.34 mmol) and Me2-bimy (0.10 g, 0.68 mmol) in an ice-water bath, which was stirred for 15 min. The resulting solution was filtered, and the solvent was removed under vacuum. The residue was washed with deionized water and n-hexane several times and then extracted with Et2O to give a purplish-brown solution which was recrystallized with Et2O/CH2Cl2 to give [TeFe3(CO)9{Cu(Me2-bimy)}2] (1) as a purplish-black solid (0.154 g, 0.159 mmol, 47% based on [TeFe3(CO)9{Cu(MeCN)}2]). IR (nuCO, CH2Cl2): 2033 (m), 1976 (vs), 1920 (m), 1875 (w) cm-1. 1H NMR (500 MHz, DMSO-d6, 300 K, ppm): delta 7.69 (dd, 4H, Ar-H), 7.43 (dd, 4H, Ar-H), 4.02 (s, 12H; CH3).

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide

Reference£º
Article; Shieh, Minghuey; Liu, Yu-Hsin; Li, Yu-Huei; Lin, Chien-Nan; Wang, Chih-Chin; Journal of Organometallic Chemistry; vol. 867; (2018); p. 161 – 169;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO211,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

Synthesis of Compound (1) (S)-(-)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2,6-dimethoxybenzamide Take 2.8 g (15.4 mmol) 2,6-dimethoxybenzoic acid and add with 20 mL hexane and 2.4 mL (33.3 mmol) thionyl chloride. Heat and reflux for 2 hours and evaporate all volatile substances under reduced pressure. Then dissolve the residue in methylene chloride (20 mL) and slowly drop 20 mL methylene chloride containing 2.0 g (15.6 mmol) (S)-(-)-2-aminomethyl-1-ethylpyrrolidine into the methylene chloride solution. Stir the solution at room temperature overnight. Next wash the reaction solution with saturated sodium bicarbonate aqueous solution (40 mL) and the reaction solution separates into two phases. The organic phase is dried by anhydrous sodium sulfate (Na2SO4) and then is concentrated under reduced pressure. The residue is separated and purified by liquid chromatography (silicon dioxide(SiO2), dichloromethane(CH2Cl2): methanol(CH3OH)=100:15) to get colorless solid product, the compound (1) (3.8 g, 84.5%). [0034] Compound data of the product: [0035] IR (KBr) nu 3324 (NH), 1663 (CO) cm-1. [0036] 1H NMR (CDCl3) delta 7.15 (t, J=8.4 Hz, 1H, Ph), 6.45 (d, J=8.4 Hz, 2H, Ph), 6.32 (br, 1H, NH), 3.69 (m, 7H, OCH3 and NHCH2), 3.16 (m, 1H, NHCH2), 3.03 (m, 1H, CH2CH2CH2N), 2.77 (m, 1H, CH2CH3), 2.57 (m, 1H, CH), 2.11 (m, 2H, CH2CH3 and CH2CH2CH2N), 1.84-1.58 (m, 3H, CH2CH2CH2N), 0.99 (t, J=7.4 Hz, 3H, CH2CH3). 13C NMR (CDCl3) delta 165.19 (CO), 156.26, 129.36, 115.29 and 102.92 (Ph), 61.72 (CH), 54.79 (OCH3), 52.47 (CH2), 47.05 (CH2), 39.53 (CH2), 26.70 (CH2), 21.70 (CH2), 21.70 (CH2), 12.60 (CH3). MS m/z 292 (M+), 264 (M+-CH2CH3+1), 195 (M+-CH3CH2N(CH2)3CH+1), 165 (M+-CH3CH2N(CH2)3CHCH2N), 98 ((CH3CH2N-(CH2)3CH)+).

With the complex challenges of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Patent; ATOMIC ENERGY COUNCIL – INSTITUTE OF NUCLEAR ENERGY RESEARCH; LIU, SHOW-WEN; CHANG, YU; HSU, CHENG-FANG; TSAI, MING-CHE; CHIANG, TSUNG-HSIEN; DENG, YUEH-FENG; LU, KUEI-LIN; LIN, CHIH-YUAN; WANG, DA-MING; LI, CHING-YUN; US2014/73803; (2014); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO368,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

To a solution of d-Phe 9 (1.7 g, 10.3 mmol) and Boc2O(3.5 mL, 15.4 mmol)in a mixture THF and H2O (1:1, 50 mL) was added NaOH (0.6 g, 15.4 mmol) at room temperature.After stirring overnight, the reaction mixture was quenched with 1N HCl and extracted with EtOAc.The combined organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo.To a solution of above crude Boc-d-Phe-OH 14 (10.3 mmol) in dry THF (20 mL) was added NaH (60%dispersion in mineral oil, 2.1 g, 51.5 mmol) at room temperature. After stirring for 1 h, iodomethane(3.2 mL, 51.5 mmol) was added to the reaction mixture. The reaction mixture was stirred for 12 h,quenched with 1N HCl, and extracted with EtOAc. The combined organic layer was washed withbrine, dried over MgSO4, and concentrated in vacuo. The residue was used in the next step withoutfurther purification. To a solution of crude acid 15 (10.3 mmol) in dry DMF (20 mL) were addediodomethane (1.3 mL, 20.6 mmol) and K2CO3 (2.8 g, 20.6 mmol) at room temperature. After stirringovernight, the reaction mixture was quenched with 1N HCl and extracted with Et2O. The combinedorganic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue waspurified by flash column chromatography (EtOAc/Hexane = 1:20) to give 2.5 g (84% for 3 steps) ofester 16 as a colorless oil. [alpha]D20 = +109.84 (c 1.00, CHCl3); 1H-NMR (800 MHz, CDCl3, 3:2 mixture oftwo rotamers). Major rotamer delta 7.28-7.20 (m, 2H), 7.19-7.07 (m, 3H), 4.50 (dd, J = 10.4, 3.8 Hz, 1H),3.70 (s, 3H), 3.23 (dd, J = 14.2, 4.4 Hz, 1H), 3.01-2.94 (m, 1H), 2.68 (s, 3H), 1.29 (s, 9H), minor rotamer delta 7.28-7.20 (m, 2H), 7.19-7.07 (m, 3H), 4.89 (dd, J = 10.6, 5.2 Hz, 1H), 3.68 (s, 3H), 3.27 (dd, J = 14.4,5.1 Hz, 1H), 3.01-2.94 (m, 1H), 2.66 (s, 3H), 1.33 (s, 9H); 13C-NMR (200 MHz, CDCl3, 3:2 mixture of tworotamers). Major rotamer delta 171.4, 154.8, 137.5, 128.9, 128.4, 126.5, 80.1, 61.5, 52.0, 35.4, 32.4, 28.0, minorrotamer delta171.7, 155.6, 137.2, 128.8, 128.2, 126.3, 79.8, 59.4, 52.0, 34.9, 31.8, 28.1; IR (thin film, neat) numax2977, 1746, 1698, 1393, 1332, 1227, 1145, 751 cm-1; LR-MS (ESI+) m/z 316 (M + Na+); HR-MS (ESI+)calcd for C16H23NNaO4 (M + Na+) 316.1519; found 316.1523.

With the synthetic route has been constantly updated, we look forward to future research findings about D-Phenylalanine,belong chiral-catalyst compound

Reference£º
Article; Lim, Changjin; Molecules; vol. 24; 19; (2019);,
Chiral Catalysts
Chiral catalysts – SlideShare

Name is trans-Cyclohexane-1,2-diamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 1121-22-8, its synthesis route is as follows.,1121-22-8

General procedure: To a solution of the corresponding sulfonyl chloride (26.0 mmol)in 26 mL of dichloromethane at 0 C, was added rapidly propane-1,3-diamine or (rac)-cyclohexane-1,2-diamine (10 eq., 3 M). Themixturewas allowed to reach roomtemperature andwas stirred during10 h. The crude mixture was filtered and the obtained oil was concentratedunder reduced pressure. Then, 10 mL of ice-water were addedto the concentrated mixture and a solid appeared which was filtrated and washed with cool water and dried under vacuum for 12 h.

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

Reference£º
Article; Del Solar, Virginia; Quinones-Lombrana, Adolfo; Cabrera, Silvia; Padron, Jose M.; Rios-Luci, Carla; Alvarez-Valdes, Amparo; Navarro-Ranninger, Carmen; Aleman, Jose; Journal of Inorganic Biochemistry; vol. 127; (2013); p. 128 – 140;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO340,mainly used in chemical industry, its synthesis route is as follows.,4488-22-6

In addition to the foregoing, numerous other chromatographic separations using a column bonded with a CSP including a derivatized cyclofructan residue were carried out. Tables 5-9 list some additional examples of chromatographic separations using a column bonded with a CSP of the present invention. AU examples of chromatographic separations using columns bonded with CSPs of the present invention were carried out using the following experimental conditions and procedures.|0132| The high performance liquid chromatography (HPLC) column packing system was composed of an air driven fluid pump (HASKEL, DSTV- 122), an air compressor, a pressure regulator, a low pressure gauge, two high-pressure gauges (10,000 and 6,000 psi), a slurry chamber, check valves, and tubings. The CSPs were slurry packed into a 25 cm x 0.46 cm (inner diameter, I. D.) stainless steel column.|0133| The HPLC system was an Agilent 1 100 system (Agilent Technologies, Palo Alto,CA), which consisted of a diode array detector, an autosampler, a binary pump, a temperature- controlled column chamber, and Chemstation software. All chiral analytes were dissolved in ethanol, methanol, or other appropriate mobile phases, as indicated. For the LC analysis, the injection volume and flow rate were 5 muL and 1 mL/min, respectively. Separations were carried out at room temperature (~20 0C) if not specified otherwise. The wavelengths of UV detection were 195, 200, 210, and 254 nm. The mobile phase was degassed by ultrasonication under vacuum for 5 min. Each sample was analyzed in duplicate. Three operation modes (the normal phase mode, polar organic mode, and reversed phase mode) were tested, unless indicated otherwise. In the normal phase mode, heptane with ethanol or isopropanol was used as the mobile phase. In some cases, trifluoroacetic acid (TFA) was used as an additive, as indicated. The mobile phase of the polar organic mode was composed of acetonitrile/methanol and small amounts of acetic acid and triethylamine. Water/acetonitrile or acetonitrile/acetate buffer (20 mM, pH = 4.1 ) was used as the mobile phase in the reversed-phase mode.|0134| Two different supercritical fluid chromatographic instruments were used. One was a Berger SFC unit with an FCM 1200 flow control module, a TCM 2100 thermal column module, a dual pump control module, and a column selection valve. The flow rate was 4 mL/min. The cosolvent was composed of methanol/ethanol/isopropanol = 1 : 1 : 1 and 0.2% diethylamine (DEA). The gradient mobile phase composition was 5% cosolvent hold during 0- 0.6 min, 5-60% during 0.6-4.3 min, 60% hold during 4.3-6.3 min, 60%-5% during 6.3-6.9 min, and 5% hold during 6.9-8.0 min. The other SFC system was a Jasco (MD, USA) system comprised of an autosampler unit (AS-2059-SF Plus), a dual pump module (PU-2086 Plus), a column thermostat module (CO-2060 Plus), a UV/Vis detector (UV-2075 Plus), and a back pressure regulator module (SCH-Vch-BP). Unless otherwise specified, the mobile phase was composed of CCVmethanol (0.1 % TFA or 0.1% diethylamine). The flow rate was 3 mL/min.|0135| For the calculations of chromatographic data, the “dead time” to was determined by the peak of the refractive index change due to the sample solvent or determined by injecting l ,3,5-tri-/e/-/-butylbenzene in the normal phase mode.

With the synthetic route has been constantly updated, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diamine,belong chiral-catalyst compound

Reference£º
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; ARMSTRONG, Daniel, W.; PING, Sun; BREITBACH, Zachary, S.; WANG, Chunlei; WO2010/148191; (2010); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belong chiral-catalyst compound,1,3-Dimesityl-1H-imidazol-3-ium chloride,141556-45-8,Molecular formula: C21H25ClN2,mainly used in chemical industry, its synthesis route is as follows.,141556-45-8

General procedure: Under N2 atmosphere, a mixture of imidazolium salts 1 (0.22mmol), PdCl2 (0.2 mmol), K2CO3 (0.44 mmol) and benzo[h]quinoline 2 (0.22 mmol) was stirred in anhydrous THF (2.0 mL) at 50 or 90 C for 18 h. Then the solvent was removed under reduced pressure, and the residue was purified by flash chromatography on silica gel (CH2Cl2) to give complexes 3 as yellow solids.

With the synthetic route has been constantly updated, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride,belong chiral-catalyst compound

Reference£º
Article; Liu, Feng; Hu, Yuan-Yuan; Li, Di; Zhou, Quan; Lu, Jian-Mei; Tetrahedron; vol. 74; 39; (2018); p. 5683 – 5690;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.602-09-5,[1,1′-Binaphthalene]-2,2′-diol,as a common compound, the synthetic route is as follows.

602-09-5, The reaction was carried out in an ice bath. Tetrahydrofuran (30 mL) was added to a solution of sodium hydride (1.92 g, 80 mmol)Three-necked flask. A solution of 1,1′-binaphthol (compound (1)) (10 g, 34 mmol) in tetrahydrofuran (50 mL) was dissolvedThe solution was slowly added dropwise to the reaction solution over a period of 20 minutes. After completion of the addition, the reaction was continued for 30 minutes, and then chloromethyl ether (6.4 g, 80 mmol) was slowly added dropwise to the reaction solution. The reaction was continued for about one hour and monitored by thin layer chromatography. After the reaction was complete, the reaction was quenched with water (20 mL). The organic material was extracted with dichloromethane and water and the solvent was removed. The compound (2) was isolated by column chromatography on silica gel using a mixture of petroleum ether and ethyl acetate (5: 1) as the eluent. Yield: 90%.

As the paragraph descriping shows that 602-09-5 is playing an increasingly important role.

Reference£º
Patent; East China University of Science and Technology; LILIES GROUP CO., LTD; Wang, Limin; Wu, Shengming; Zhang, Kewei; Wang, Feng; Wang, Guifeng; Tian, He; Wang, Zhenyan; Chen, Lirong; Huang, Zhuo; (23 pag.)CN104478915; (2016); B;,
Chiral Catalysts
Chiral catalysts – SlideShare

1121-22-8, trans-Cyclohexane-1,2-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of the corresponding sulfonyl chloride (26.0mmol) in 26mL of dichloromethane at 0C, was added rapidly ethyl-1,2-diamine, propyl-1,3-diamine, or (rac)-cyclohexane-1,2-diamine (10eq., 3.0M). The mixture was allowed to reach room temperature and was stirred during 10h. The crude mixture was filtered and the obtained oil was concentrated under reduced pressure. Then, 10mL of ice-water were added to the concentrated mixture and a solid appeared which was filtrated and washed with cool water and dried under vacuum for 12h.

1121-22-8, The synthetic route of 1121-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Perez, Carlos; Diaz-Garcia, C. Vanesa; Agudo-Lopez, Alba; Del Solar, Virginia; Cabrera, Silvia; Agullo-Ortuno, M. Teresa; Navarro-Ranninger, Carmen; Aleman, Jose; Lopez-Martin, Jose A.; European Journal of Medicinal Chemistry; vol. 76; (2014); p. 360 – 368;,
Chiral Catalysts
Chiral catalysts – SlideShare