Category: chiral-catalyst

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Under an N2 atmosphere, the mixture of imidazolium salts 1 (1.1 mmol), benzoxazole or benzothiazole (2.0 mmol), PdCl2 (1.0 mmol) and K2CO3 (1.1 mmol) was stirred in anhydrous THF (10 mL) under reflux for 16 h. After cooling, filtration and evaporation,the residue was purified by preparative TLC on silica gelplates eluting with CH2Cl2 to afford the corresponding N-heterocyclic carbene-palladium(II) complexes 3a-d. Complex (3a): 458.4 mg, 67% yield, orange solids. mp:139-142 C. 1H NMR (400 MHz, CDCl3): delta 8.30 (s, 1H, OCH]N), 8.02-8.00 (m, 1H, ArH), 7.51 (t, J 7.8 Hz, 2H, ArH), 7.40-7.36 (m, 5H,ArH), 7.30-7.23 (m, 2H, ArH), 7.16 (s, 2H, NCH ), 3.25-3.15 (m, 4H,CH(CH3)2), 1.49 (d, J 6.6 Hz, 12H, CH3CHCH3), 1.13 (d, J 6.9 Hz,12H, CH3CHCH3). 13C NMR (100 MHz, CDCl3): delta 156.5 (Pd-Ccarbene), 153.5, 148.4, 145.9, 134.1, 129.3, 125.3, 125.1, 124.0, 123.7, 123.0, 120.5, 27.8, 25.4, 22.1. IR (KBr, cm-1): y 3122, 3091, 2965, 2927,2866, 1593, 1529, 1454, 1414, 1382, 1348, 1137, 800, 756, 708. Anal.Calcd. for C34H41Cl2N3OPd: C, 59.61; H, 6.03; N, 6.13. Found: C,59.58; H, 6.08; N, 6.09%.

The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Tao; Xie, Huanping; Liu, Lantao; Zhao, Wen-Xian; Journal of Organometallic Chemistry; vol. 804; (2016); p. 73 – 79;,
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.33100-27-5,1,4,7,10,13-Pentaoxacyclopentadecane,as a common compound, the synthetic route is as follows.

General procedure: Crystals of compounds 1?3 were prepared by isothermal evaporation fromaqueous solutions at room temperature. The crystals of compound 1 weresynthesized by the reaction of 0.051 g (0.1 mmol) of UO2(NO3)2¡¤6H2O,0.040 g (0.22 mmol) of 12-crown-4, 0.280 g (2.0 mmol) of 40percent H2SeO4,and 2.001 g (111.2 mmol) of deionized distilled water. Compound 2:0.050 g (0.1 mmol) of uranyl nitrate, 0.046 g (0.21 mmol) of 15-crown-5,0.282 g (2.0 mmol) of selenic acid, and 2.012 g (111.7 mmol) of deionizeddistilled water. Compound 3: 0.050 g (0.1 mmol) of uranyl nitrate, 0.046 g(0.21 mmol) of 15-crown-5, 0.282 g (2.0 mmol) of selenic acid, and 2.012 g(111.7 mmol) of deionized distilled water (note: the bulk of crystals herebelongs to compound 2). Homogeneous liquid solutions were left in awatch glass. Yellowish-green flattened crystals formed within 2 weeks.

The synthetic route of 33100-27-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Gurzhiy, Vladislav V.; Tyumentseva, Olga S.; Tyshchenko, Darya V.; Krivovichev, Sergey V.; Tananaev, Ivan G.; Mendeleev Communications; vol. 26; 4; (2016); p. 309 – 311;,
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.173035-10-4,1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride,as a common compound, the synthetic route is as follows.

A suspension of 6.52 g (17.55 mmol) of l,3-bis(2,4,6-trimethylphenyl)-imidazolidinium chloride (commercially available from Umicore AG, D-63457 Hanau- Wolfgang) and 11.40 ml (19.38 mmol) of potassium tert-.pentylate (1.7 M in toluene) in 400 ml of hexane was stirred for 10 min at 500C. After the reaction mixture was evaporated to dryness, the white residue was re- dissolved in 400 ml of hexane and the formed suspension was transferred to a suspension of 4.00 g (5.85 mmol) of [RuCl2(=CH(o-OCH(Me)CO-N-Pyrrolidine)Ph)(PCy3)] in 400 ml of hexane. The resulting reaction mixture was stirred for 23 h at 500C. The formed green suspension was filtered, the filter cake was washed with 60 ml of hexane and dissolved in 50 ml of dichloromethane. 140 ml of water was added, the organic layer was separated, dried over Na2SO4 and evaporated to dryness. The crude product was washed twice with 70 ml of ethyl acetate / pentane 1 :5 and successively with 50 ml of pentane and dried under vacuum at room temperature to yield 2.75 g (66% yield) of the title compound as a green powder.MS: 709.2 (M+). Anal, calcd. for C35H43Cl2N3O2Ru ? 0.9 CH2Cl2: C, 54.80; H, 5.74; N, 5.34, Cl 17.10. Found: C, 54.77; H, 5.76; N, 5.30, Cl 16.30.

173035-10-4 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride 2734917, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/124853; (2009); A1;,
Chiral Catalysts
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33100-27-5, 1,4,7,10,13-Pentaoxacyclopentadecane is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of (2 mmol, 0.4 ml) of 15-crown-5 in (10 ml) of absolute ethanol was added to a solution of (1 mmol, 0.933 gm Pr-picrate), (0.936 gm Nd-picrate) and (0.900 gm Dy-picrate) in (10 ml) of absolute ethanol and refluxed at (50 ? 60 oC) for (1 hr.). The solution was concentrated at (40 ? 50 oC) to a very small volume (till the formation of a precipitate), usually a gummy precipitate forms which was treated with (40 ? 60 oC) petroleum ether until all the gummy precipitate was converted to a fine yellow ? orange powder. The precipitate was collected and stored in a desicator for complete dryness. These complexes were also prepared by another method, by stirring a solution of 15-crown-5 with a solution of lanthanide picrate for (24 ? 48 hrs.). The gummy precipitates were treated with petroleum ether. The yields were (92 ? 96percent)24.

33100-27-5 1,4,7,10,13-Pentaoxacyclopentadecane 36336, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Al-Amery, Mohammed H. A.; Al-Abdaly, B. Ibrahim; Albayaty, M. Kahtan; Oriental Journal of Chemistry; vol. 32; 2; (2016); p. 1025 – 1048;,
Chiral Catalysts
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33100-27-5, 1,4,7,10,13-Pentaoxacyclopentadecane is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 8 Synthesis of 4-(4-fluorobenzylidene)piperidine hydrochloride To a stirred suspension of 13.20 g of 60percent sodium hydride (in oil) containing 1.65 g of 15-crown-5 ether in 650 ml of tetrahydrofuran were added dropwise a solution of 59.78 g of N-t-butoxycarbonylpiperidone and 81.25 g of diethyl 4-fluorobenzylphosphonate in 150 ml of tetrahydrofuran under ice-cooling over 20 minutes. After stirring at room temperature for a day, a saturated aqueous sodium bicarbonate solution was added cautiously, followed by extracting with ethyl acetate. The extract was washed with a saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium chloride solution, successively, and dried over anhydrous sodium sulfate, followed by removal of the drying agent by filtration. The filtrate was concentrated under reduced pressure and purified by a flash column chromatography (silica gel: Wakogel C200 (manufactured by Wako Pure Chemicals), eluent; hexane-ethyl acetate =20:1) to give 55.23 g of N-t-butoxycarbonyl-4-(4-fluorobenzylidene)piperidine as an oil, which was then crystallized by allowing to stand at room temperature overnight. m.p. 69-70¡ãC. To 55.00 g of N-t-butoxycarbonyl-4-(4-fluorobenzylidene)piperidine was added 475 ml of an ice-cooled solution of 4 N hydrogen chloride in dioxane, followed by stirring at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure, and the resulting crystals were recrystallized from isopropanol to give 40.72 g of 4-(4-fluorobenzylidene)piperidine hydrochloride. m.p. 184-185.5¡ã C.

33100-27-5 1,4,7,10,13-Pentaoxacyclopentadecane 36336, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Patent; Taisho Pharmaceutical Co., Ltd.; Nihon Nohyaku Co. Ltd.; US6291467; (2001); B1;,
Chiral Catalysts
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602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) Sodium hydride (0.7 g, 17.5 mmol) and 20 ml of anhydrous THF were added to a reaction flask equipped with a stirring apparatus, and stirred. a mixture of BINOL (2 g, 7.0 mmol) and 15 ml of anhydrous THF was added dropwise to the reactor through a constant pressure dropping funnel at 0 C, after completion, in this state for at least 15 minutes;To the reactor, chloromethyl methyl ether (1.33 ml, 17.5 mmol) was added, and after the addition, the temperature was raised to room temperature, stirring was continued, and the reaction was stopped by TLC until the starting point disappeared; then 100 ml of water was added to the reactor. The organic phase was separated with a sep. funnel, and the aqueous phase was extracted three times with ethyl acetate. The organic phase was combined and washed twice with saturated sodium hydrogen carbonate and brine and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and purified by silica gel column chromatography (ethyl ether: ethyl acetate = 20:1, v/v)The compound of formula IIa was obtained in a yield of 88%

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangdong Hao Shun Oudisi Technology Co., Ltd.; East China University of Science and Technology; Wang Limin; Liu Xianghai; Cheng Xiaorong; Tian He; Cheng Yi; Han Jianwei; Lv Jiale; (12 pag.)CN109796369; (2019); 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.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at about -20¡ã C. was added N-phenyl glycinonitrile (0.264 g, 2 mmol) in CH3CN followed by the addition of DIEA (0.35 mL, 2 mmol) and stirred for about 1 hour. The reaction mixture was then stirred at room temperature for about 1 hour. Then, cycloheptylamine (0.25 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at rt. Then, S-(-)-2-aminomethyl-N-ethyl pyrrolidine (0.29 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was refluxed overnight. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was separated and dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purified by column chromatography eluding with 96:3:1 methylene chloride:methanol:conc. ammonium hydroxide to yield 143, (0.300 g, 33percent) mp 53-55¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01 M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 6.9 min, 94.1percent purity; MS (ESI): m/z 449 (M+H, 100), 381 (1.2), 353 (16.2), 226 (19.9), 225 (54.3), 212 (20.5), 177 (18.3), 164 (9.6).

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

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209881; (2004); A1;,
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

153 g of 4-amino-5-(ethylsulfonyl)-2-methoxybenzoic acid and 789 g of acetone were placed in a flask fitted with a stir bar, a thermocouple and a nitrogen line. The solution was cooled to -8 C., and then 70.4 g of ethyl chloroformate was added to the flask. An addition funnel was fitted to the flask and 79.3 g of 4-methyl morpholine was added drop wise, maintaining the temperature below 0 C. The mixture was agitated at -8 C. and then 55 g of (S)-(1-ethylpyrrolidin-2-yl)methanamine was added drop wise. The mixture was agitated at 0 C. for 1 hour, warmed to ambient temperature and then further agitated at ambient temperature to provide S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide starting material. The reaction was then concentrated to minimum volume and 822 g of water, followed by 311 g of ethyl acetate, was added. The mixture was agitated and the organic layer removed. The solution was heated to 35 C. and 755 g of ethyl acetate and 326 g of 40 wt % potassium carbonate (aq) were added. The mixture was agitated, the phases allowed to separate, and the aqueous layer removed. Then 296 g of water of water was added, the mixture agitated, the phases allowed to separate and the aqueous layer removed. 302 g of water was added, the mixture agitated, the phases allowed to separate and the aqueous layer removed. The organic layer was transferred to a flask with a mechanical stirrer, a thermocouple and a nitrogen line. The organic layer was concentrated to dryness and 531 g of ethyl acetate was added. After agitation, the solution was concentrated to 400 mL. Then 305 g of ethyl acetate was added and the solution was concentrated to 400 mL and was 0.35 wt % water by Karl Fischer titration. The solution was then cooled to 30 C. and seeded with 300 mg of S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide and a slurry formed. The solution was then cooled to 20 C. and agitated, and 495 g of methyl t-butyl ether was added. The slurry was then filtered, washed with 3:1 wt/wt methyl t-butyl ether:ethyl acetate and dried. 160.7 g of S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide was obtained as a crystalline solid, representing a yield of about 74%.

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

Reference£º
Patent; Sunovion Pharmaceuticals Inc.; Hopkins, Seth Cabot; Koblan, Kenneth Stephen; Snoonian, John R.; Wilkinson, Harold Scott; (95 pag.)US2019/167635; (2019); 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.14098-24-9,Benzo-18-crown 6-Ether,as a common compound, the synthetic route is as follows.

Concentrated nitric acid (0.25 ml) was added to a stirring solution of benzo-18-crown-6 (12) (0.25 g, 0.81 mmol) in dichloromethane (15 ml). The solution was allowed to stir at room temperature for 24 hours. The organic layer was washed with water (3 x 30 ml), dried over sodium sulfate, filtered and the solvent removed under reduced pressure. The isolated oily product solidified upon standing to give 0.28 g of (13) as a yellow crystalline solid (0.78 mmol, 96 % yield). 1H n. m. r. of the crude indicated the presence of product and also dichloromethane. The product was allowed to dry for another 24 hours before its employment in subsequent reactions. Melting point: 82-83 C (Literature mp: 80-81 C)31. Decompostion at: 312 C. 1H n. m. r. (300 MHz, CDCl3): delta 7.88 (dd, 1H, J 8.9 Hz, 2.6 Hz, Ar-H); 7.74 (d, 1 H, J 2.6 Hz, Ar-H); 6.89 (d, 1 H, J 8.9 Hz, Ar-H); 4.24 (m, 4H, OCH2); 3.95 (m, 4H, OCH2); 3.77 (m, 4H, OCH2); 3.72 (m, 4H, OCH2); 3.68 (s, 4H, OCH2). 13C n. m. r. (75 MHz, CDCl3): delta 154.3, (C4); 148.4, (C2); 141.3, (C1); 117.9, (C5); 111.2, (C6); 108.1, (C3); 70.99, (OCH2); 70.98, (OCH2); 70.8, (OCH2); 70.7, (OCH2); 70.60, (OCH2); 70. 57, (OCH2); 69.23, (OCH2); 69.17, (OCH2); 69.1, (OCH2). IR (Nujol): 1587, m; 1520, s; 1464, s; 1338, s; 1276, s; 1128, s; 864, w. Mass spectrum (ESI,+ve): m/z 358.1 [M]+; 381.1 [M + Na]+.

The synthetic route of 14098-24-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Monash University; WO2003/99762; (2003); 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.173035-10-4,1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride,as a common compound, the synthetic route is as follows.

General procedure: The appropriate salt 2 (52.44 mmol) was added to a solution of potassium tert-butoxide (6.72 g, 59.93 mmol) in THF (30 mL). Thereaction mixture was stirred at 25 C for 15 min and then filtered.The filtrate was added to a solution of complex 3 (30.00 g,37.46 mmol) in toluene (900 mL). The reaction mixture wasstirred at 80 C for 1.5 h, cooled to 25 C, and filtered. The solvent was removed in vacuo. The red-brown precipitate wassuspended in hexane (500 mL). Then the precipitate was filtered, successively washed with hexane and methanol, and driedin vacuo at 45 C.

As the paragraph descriping shows that 173035-10-4 is playing an increasingly important role.

Reference£º
Article; Shcheglova; Kolesnik; Ashirov; Krasnokutskaya; Russian Chemical Bulletin; vol. 65; 2; (2016); p. 490 – 497; Izv. Akad. Nauk, Ser. Khim.; vol. 65; 2; (2016); p. 490 – 497,8;,
Chiral Catalysts
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