Category: chiral-catalyst

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

In a pyrex vial 4-chloro-2-methylphthalazin-l (2H)-one (300 mg, 1.54 mmol), RuPhos 3rd generation precatalyst (121 mg, 0.154 mmol), and sodium tert-butoxide (444 mg, 4.62 mmol) were added, the vial was sealed, and the atmosphere evacuated and purged with N2 (3X). (+/-)-Transcyclohexanediamine (370 mu, 3.08 mmol) in toluene (6 mL) was then added, and the reaction was heated at 70 C overnight. The crude reaction was concentrated in vacuo, deposited onto silica gel with aid of methanol, and purified by silica gel chromatography using 85% 90: 10:1 dichloromethane :methanol:NH40H as eluent. The product fractions were concentrated and lyophilized to provide the title compound (191 mg, 45% yield). LCMS M/Z (M+H) 273.

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

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; CRAWFORD, Terry; DUPLESSIS, Martin; GOOD, Andrew, Charles; LEBLANC, Yves; MAGNUSON, Steven; NASVESCHUK, Christopher, G.; PASTOR, Richard; ROMERO, F. Anthony; TAYLOR, Alexander, M.; (179 pag.)WO2016/36954; (2016); A1;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.

In a 25 mL-volume Schlenk’s tube were placed 298 mg (0.10 mmol) of 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride, 67.6 mg (0.70 mmol) of sodium t-butoxide, and 73.4 mg (0.74 mmol) of copper(I) chloride. The inner atmosphere was purged with Ar gas three times. To the content of the tube was added 5 mL of anhydrous tetra-hydrofuran (solvent) by means of a micro-syringe. The resulting mixture was stirred for 4 hours at room temperature. After the reaction was complete, the reaction mixture was filtered by celite to remove insolubles. The resulting solution was then concentrated. The concentrated product was brought into contact with a mixture of methylene chloride and diethyl ether, to precipitate 246 mg (0.50 mmol., yield 71%) of [1,3-Bis(2,6-diisopropyl-phenyl)imidazolium]copper(I) chloride as a white solid product. 1H-NMR (CD2Cl2, 300 MHz): 1.23 (d, 12H), 1.28 (d, 12H), 2.52-2.62 (m, 4H), 7.18 (s, 2H), 7.34 (d, 4H), 7.53 (dd, 2H) Elementary analysis: Found(%): C 66.44, H 7.28, N 5.77, Calculated(%) for C27H36ClCuN2: C 66.51, H 7.44, N 5.75, 250285-32-6

As the paragraph descriping shows that 250285-32-6 is playing an increasingly important role.

Reference£º
Patent; Ube Industries, Ltd.; US2005/90683; (2005); A1;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4488-22-6,[1,1′-Binaphthalene]-2,2′-diamine,as a common compound, the synthetic route is as follows.

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., 4488-22-6

Big data shows that 4488-22-6 is playing an increasingly important role.

Reference£º
Article; Lemmerer, Miran; Abraham, Michael; Brutiu, Bogdan R.; Roller, Alexander; Widhalm, Michael; Molecules; vol. 24; 17; (2019);,
Chiral Catalysts
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trans-Cyclohexane-1,2-diamine, cas is 1121-22-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,1121-22-8

General procedure: To a mortar were added 3,5-di-tert-butyl-2-hydroxybenzaldehyde (0.468 g, 2 mmol) and trans-cyclohexane-1,2-diamine (0.114 g,0.123 mL, 1 mmol), and these were mixed over 10 min. The product was recrystallized (CH2Cl2/EtOH 1:9) to give 1a as a bright yellow solid; yield: 0.487 g (89%).

With the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Article; Civicos, Jose F.; Coimbra, Juliana S. M.; Costa, Paulo R. R.; Synthesis; vol. 49; 17; (2017); p. 3998 – 4006;,
Chiral Catalysts
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22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

22795-99-9, Dissolve 0.486 g (1.86 mmol) of 5-bromo-2,3-dimethoxybenzoic acid in 10 ml of dry toluene, add 0.39 ml of thionyl chloride, and heat for 1 hour under the protection of argon at 60 ¡ã C., evaporate dry,After addition of 10ml of anhydrous DCM, 0.286g of (S) -2-aminomethyl-1-ethylpyrrole was added dropwise to the ice-water bath. After the reaction was stirred at room temperature for 8 hours, it was diluted with 50ml of DCM, washed with saturated aqueous NaHCO3 Washed three times,The organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil which was separated on a medium pressure silica gel column with mobile phase petroleum ether: ethyl acetate 2: 1. The product fractions were collected and evaporated to give 1.628 g of a slightly yellow oil 87.5percent.

As the paragraph descriping shows that 22795-99-9 is playing an increasingly important role.

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23190-16-1,(1R,2S)-2-Amino-1,2-diphenylethanol,as a common compound, the synthetic route is as follows.

To a 5 L round bottom flask equipped wth an overhead stirrer, thermocouple and distillation head, was charged 550 g (2.579 mol) of (IR^S^diphenyl-^-aminoethanol, 457 g (3.868 mol, 1.5eq) of diethyicarbonate, 18 g (0.258 mol, 0.1 eq) of NsOEt in 100 ml_ of EtOH and 3.5 L of toluene. The reaction was heated until an internal temperature of 90alphaC was reached and EtOH distillation began. The reaction was refluxed until an internal temperature of 110aC was reached (7 hours). For every 500 mL of solvent that was removed via the distillation head, 500 mL of toluene was added back to the reaction. A total of about 1.6 L of solvent was removed. The reaction was allowed to cool to room temperature and then filtered on a 3 L coarse fritted funnel with 2 psig N2. Nitrogen was blown over the cake overnight to give 580 g (94% yield) of the titled Compound: 1H NMR (DMSO) 7.090-6.985 (m, 6H), 6.930- 6.877 (m, 4H)1 5.900 (d, 1H, J = 8.301), 5.206 (d, 1H, J = 8.301).

23190-16-1, The synthetic route of 23190-16-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2008/4067; (2008); A2;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4488-22-6,[1,1′-Binaphthalene]-2,2′-diamine,as a common compound, the synthetic route is as follows.

General procedure: In a typical experiment, Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), 2-iodobornene 3 (0.5 or 1mmol), 2,2?-diamino-1,1?-binaphthalene (0.25 or 0.5mmol) and triethylamine (0.5ml) were dissolved in DMF (10mL) under argon in a 100mL three-necked flask equipped with a gas inlet, reflux condenser with a balloon (filled with argon) at the top. The atmosphere was changed to carbon monoxide. The reaction was carried out for the given reaction time with stirring at 50C and analysed by TLC. The mixture was then concentrated and evaporated to dryness. The residue was dissolved in chloroform (20ml) and washed with water (3x20mL), 5% hydrochloric acid (20mL), saturated NaHCO3 (20mL) and brine (20mL). The organic phase was dried over Na2SO4, filtered and evaporated to a solid material. After doing an NMR analysis, all compounds were subjected to column chromatography (Silicagel 60 (Merck), 0.063-0.200mm), EtOAc/CHCl3 or EtOAc/hexane/CHCl3 eluent (the exact ratios are specified in Characterisation (Section 4.4) for each compound)., 4488-22-6

The synthetic route of 4488-22-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Mikle, Gabor; Boros, Borbala; Kollar, Laszlo; Tetrahedron Asymmetry; vol. 27; 9-10; (2016); p. 377 – 383;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

22795-99-9, 0.53 g (1.5 mmol) of compound 3a prepared in Preparation 8 was dissolved in 10 ml of dry toluene, 0.39 ml of thionyl chloride was added,Argon gas was heated at 60 ¡ã C for 1 hour and evaporated to dryness. 10 ml of anhydrous DCM was added,(S) -2-aminomethyl-1-ethylpyrrole 0.23g under ice-water bath, the reaction was stirred at room temperature for 8 hours and then diluted with 50ml DCM,The organic layer was washed with saturated aqueous sodium bicarbonate solution and saturated sodium chloride solution respectively for 3 times. The organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil, which was separated by a medium pressure silica gel column.Mobile phase petroleum ether: ethyl acetate 3: 1, the product fractions were collected and evaporated to dryness to give a yellowish oil 0.593g, yield 85.2percent.

As the paragraph descriping shows that 22795-99-9 is playing an increasingly important role.

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Chiral Catalysts
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63126-47-6, (S)-2-(Methoxymethyl)pyrrolidine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,63126-47-6

Cyanuric chloride (11.07 g, 60 mmol) was dissolved in 40 mL CH3CN and was cooled to about -20¡ã C. To this was added DIEA (11.5 mL, 60 mmol) followed by 3-fluoro-4-methoxyaninline (8.47 g, 60 mmol) in 20 mL CH3CN (reaction froze). The reaction was allowed to warm to room temperature after about 1 hour at -20¡ã C. TLC (2percent CH3OH/CH2Cl2) and mass spectroscopy indicated the presence of the compound 124. The reaction mixture was cooled to about 0¡ã C. before adding DIEA (11.5 mL, 66 mmol). 2-Aminomethyl-1-ethylpyrrolidine (7.77 g, 60 mmol) in CH3CN (10 mL) was added. The reaction was allowed to warm to rt and stirred overnight. Then DIEA (11.5 mL, 66 mmol) and S-(+)-2-methoxyethylpyrrolidine (6.91 g, 60 mmol) in 20 mL 1,4-dioxane were added. The reaction was heated at about 50¡ã C. overnight. The solvent was removed in vacuo, and the resulting residue was purified by flash chromatography on silica gel packed in ethyl acetate. The front running impurities were removed and subsequently the eluent was increased in polarity to 10percent CH3OH:ethyl acetate. The material collected from the column was then dissolved in water and extracted in CH2Cl2 (4 times), dried over MgSO4, and concentrated to dryness to give a brown solid 145 (9.7 g, 27.6percent yield), 71-72¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 5.37 min, 90.3percent purity; 1H NMR (600 MHz, CDC3, 55¡ã C.) delta 7.69 (s, 1H), 7.08 (d, J=7.8 Hz, 1H), 6.86 (t, J=9 Hz, 1H), 4.29 (s, 1H), 3.90-3.96 (m, 1H), 3.84 (s, 3H), 3.63-3.81 (m, 6H), 3.35 (s, 3H), 3.23-3.25 (m, 1H), 2.85 (broad s, 1H), 2.78 (broad s 1H), 2.14 (broad s, 2H), 1.89-2.04 (m, 6H), 1.37 (apparent t, J=7.2 Hz, 3H); 13C NMR (150.8 MHz, CDCl3, 55¡ã C.) delta 165.8, 163.8 (2C), 152.3 (d, Jc-f=243.5 Hz), 143.0 (142.9, rotamer or diastereumer), 133.7 (133.67, rotamer or diastereomer), 115.0, 114.4, 109.1 (108.9, rotamer or diastereomer), 72.8, 66.6, 59.0, 57.0, 56.6, 53.7, 51.0, 46.8, 42.2, 28.4 (28.2, rotamer or diastereomer), 23.1 (23.0, rotamer or diastereomer), 10.9; MS (ESI) mn/z 460.2 (M+H, 44.7), 251.1 (47.7), 235.1 (27.5), 231.1 (37.4), 230.6 (100), 214.6 (36.5).

The synthetic route of 63126-47-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishma Reddy, Velagala Venkata Rama Murali; Sesila Sridevi, Bhatlapenumarthy; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209882; (2004); A1;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

50 g of 4-amino-5-(ethylsulfonyl)-2-methoxybenzoic acid, and 280 g of acetone were placed in a flask equipped with a stir bar, a thermocouple and a nitrogen line. Then 24 g of ethyl chloroformate was added to the reactor. The solution was cooled to -10 C., and then 28 g of 4-methyl morpholine was added slowly. The mixture was agitated at -10 C. for 1 h and then 27 g of (S)-(1-ethylpyrrolidin-2-yl)methanamine was added dropwise. The mixture was agitated at -10 C. then warmed to ambient. The reaction was concentrated and 300 mL of water and 200 mL of ethyl acetate were added. The mixture was agitated and the organic layer removed. 300 mL of ethyl acetate and 100 mL of 20 wt % aqueous potassium carbonate were added. The mixture was agitated, the phases are allowed to separate and the aqueous layer removed. The ethyl acetate layer was then washed with 200 mL of water two times. The organic layer was transferred to a flask with a mechanical stirrer, a thermocouple and distillation head. The organic layer was concentrated to dryness and 120 g of ethyl acetate added. The mixture was stirred then cooled to -10 C. and agitated until a slurry formed. The mixture was warmed to 10 C. and stirred at 10 C. for 1 h. The slurry was then filtered, washed with 30 g of ethyl acetate and dried at ambient temperature. 49 g of (S)-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide ethyl acetate was obtained. XRPD analysis showed a pattern in accordance with Form B? and that of FIG. 8. An NMR spectrum of the S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide ethyl acetate solvate obtained in Example 7 is illustrated in FIG. 7, having the following characteristics: 1H NMR (400 MHz, CHLOROFORM-d) delta ppm -0.02-0.00 (m, 1H) 1.11 (t, J=7.24 Hz, 3H) 1.22-1.28 (m, 4H) 1.55-1.74 (m, 4H) 1.82-1.92 (m, 1H) 2.03 (s, 1H) 2.13-2.27 (m, 2H) 2.58-2.64 (m, 1H) 2.84 (dq, J=12.08, 7.32 Hz, 1H) 3.07-3.28 (m, 4H) 3.66-3.74 (m, 1H) 3.93 (s, 3H) 5.48 (s, 2H) 6.19 (s, 1H) 8.03 (br d, J=4.30 Hz, 1H) 8.52 (s, 1H)., 22795-99-9

22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Sunovion Pharmaceuticals Inc.; Snoonian, John R.; Wilkinson, Harold Scott; (83 pag.)US2019/169123; (2019); A1;,
Chiral Catalysts
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