Category: chiral-catalyst

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, To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at approximately -10 to -20 C. was added 3-fluoro-p-anisidine (0.28 g, 2 mmol) in CH3CN followed by the addition of N,N-diisopropylethylamine (DIEA) (0.35 mL, 2 mmol) and stirred for an hour. The reaction mixture was then allowed to reach room temperature for an hour. The second step was continued without further purification. Cycloheptylamine (0.25 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at rt. The third step was also preceded without any further purification. 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 potassium carbonate, filtered, and concentrated under reduced pressure affording 0.920 g crude material. The crude material was purified by column chromatography to yield a white solid 139 (0.550 g, 60%), mp 75-77 C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 7.9 min, 95.9% purity; MS (ESI): m/z 458 (M+H, 100).

The synthetic route of 22795-99-9 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; 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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The chiral-catalyst compound, name is 1,3-Dimesityl-1H-imidazol-3-ium chloride,cas is 141556-45-8, mainly used in chemical industry, its synthesis route is as follows.,141556-45-8

General procedure: [HIPr]2[PdCl4]: 0.45 g (1.0 mmol) of [HIPr]Cl was added to thesolution of 0.14 g (0.48 mmol) PdCl2(cod) in hot CH3CN (5 mL). Themixture was heated for 15 min, until the yellow solution becamered. The solution was cooled to room temperature and solventwas removed under reduced pressure. The product was precip-itated by addition of diethyl ether (2-3 mL). Product yield: 85%;elemental analysis calcd. (%) for PdCl4C54H78N4: C 62.88, H 7.62,N 5.46; found: C 62.37, H 7.46, N 5.40.1H NMR(500 MHz, CD3CN,25C, TMS): = 8.49 (s, 2H, N CH N); 7.57 (t, J(H,H) = 7.8 Hz, 4H,Ar); 7.42 (d, J(H,H) = 7.8 Hz, 8H, Ar); 4.48 (s, 8H, CH2CH2); 3.10(m, J(H,H) = 6.9 Hz, 8H, CH); 1.40 (d, J(H,H) = 6.9 Hz, 24H, CH3); 1.26(d, J(H,H) = 6.9 Hz, 24H, CH3,);13C NMR (125.75 MHz, CD3CN, 25C,TMS): = 160.0 (N CH N); 147.2 (Ar); 131.0 (Ar); 125.5 (Ar); 53.7(CH2CH2); 28.5 (CH); 24.0 (CH3); 23.5 (CH3).

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Reference£º
Article; Silarska; Trzeciak; Pernak; Skrzypczak; Applied Catalysis A: General; vol. 466; (2013); p. 216 – 223;,
Chiral Catalysts
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The chiral-catalyst compound, name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,cas is 250285-32-6, mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

General procedure: A 20 mL vial was charged with the NHC¡¤HCl (300 mg, 1 equiv.) and the zinc salt (1 equiv.). Tetrahydrofuran (5 mL) was added, the vial was sealed with a screw-cap and the reaction was stirred at 60C for two hours. The mixture was allowed to reach room temperature and the solvent was removed under reduced pressure toafford the desired product. 2.2.1. Synthesis of [IPrH][ZnCl3] (4a) Colorless solid (368 mg, 93%). 1H NMR (400 MHz, CDCl3, 298 K): delta = 1.14 (d, 3JH-H = 6.9 Hz, 12H, CH-CH3), 1.31 (d, 3JH-H = 6.9 Hz, 12H, CH-CH3), 2.53 (sept, 3JH-H = 6.9 Hz, 4H, CH-CH3), 7.32 (d, 3JH-H = 7.7 Hz, 4H, CH phenyl), 7.55 (t, 3JH-H = 7.8 Hz, 2H, CH phenyl), 8.00 (s, 1H, H2), 8.46 (s, 2H, H4 and H5). 13C-{1H} NMR (75 MHz, CDCl3, 298 K): delta = 24.0 (s, CH-CH3), 25.0 (s, CH-CH3), 29.0 (s, CH-CH3), 124.8 (s, CH Ar), 128.6 (s, CH Ar), 129.9 (s, CIV), 132.2 (s, CIV), 134.3 (s, C2), 145.6 (s, C4 and C5). Anal. Calcd for C27H37Cl3N2Zn: C, 57.77; H, 6.64; N, 4.99. Found: C, 57.84; H, 6.61; N, 5.05.

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Reference£º
Article; Santoro, Orlando; Nahra, Fady; Cordes, David B.; Slawin, Alexandra M.Z.; Nolan, Steven P.; Cazin, Catherine S.J.; Journal of Molecular Catalysis A: Chemical; vol. 423; (2016); p. 85 – 91;,
Chiral Catalysts
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The chiral-catalyst compound, name is 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,cas is 7181-87-5, mainly used in chemical industry, its synthesis route is as follows.,7181-87-5

(Step 1) A mixture of o-phenylenediamine (4.13 g, 38.2 mmol) and formic acid (2.0 mL) was reflux for 2 h. To this was slowly added 15% aqueous sodium hydroxide and the resulting mixture was basified. The crude benzimidazole (11) was filtrated and washed with ice-cold water. This crude product was used for the following reaction without purification. (Step 2) To a solution of 11 and sodium hydroxide (185.6 mg, 4.640 mmol) in MeOH (13 mL) was added iodomethane (6.1 mL, 98 mmol) at room temperature and the mixture was refluxed for 24 h. After the mixture was concentrated, the residue were recrystallized from ethanol. The mixture was filtrated to obtain 12 (8.03 mmol, 21% yield) as white crystal. (Step 3) To a solution of 12 (563.5 mg, 2.056 mmol) in MeOH (4 mL) was slowly added sodium borohydride (80.7 mg, 2.13 mmol) at 0 C under an argon atmosphere. The resulting mixture was stirred at room temperature for 40 min. The mixture was purified by chromatography on silica gel (hexane/ethyl acetate = 10 :1 as eluent) to obtain 2d as a green oil. 1H NMR (400 MHz, CDCl3) delta 6.67 (2H, ddd, J = 8.8, 3.2, 3.2 Hz, Ph), 6.42 (2H, ddd, J = 8.8, 3.2, 3.2 Hz, Ph), 4.32 (2H, s, CH2), 2.73 (6H, s, CH3); 13C NMR (100 MHz, CDCl3) delta 143.1, 119.1, 106.1, 80.2, 34.4. Spectral data were consistent with those previously reported in the literature. 17

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Article; Igarashi, Tomohito; Tayama, Eiji; Iwamoto, Hajime; Hasegawa, Eietsu; Tetrahedron Letters; vol. 54; 50; (2013); p. 6874 – 6877;,
Chiral Catalysts
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The chiral-catalyst compound, name is 1,3-Dimesityl-1H-imidazol-3-ium chloride,cas is 141556-45-8, mainly used in chemical industry, its synthesis route is as follows.,141556-45-8

Finely powdered PdCl2 (177 mg, 1.00 mmol) was suspended in CH3CN (5 mL) and N-benzyldimethylamine (160 muL, 143 mg, 1.05 mmol) were added. The solution was heated to 8O0C with stirring until a clear, orange solution was formed (approx. 20 min). Finely powdered K2CO3 (691 mg, 5.00 mmol) was added and the stirring was continued until palladacycle formation was complete, as indicated by the formation of a canary yellow solution (5-10 min). IMesetaCl (375 mg, 1.10 mmol) was added and the mixture was stirred at 8O0C over 18h. The reaction mixture was filtered and evaporated. The resulting product was purified by column chromatography. Upon application of the product to a pad of silica gel (2.5 x 8 cm) pre-equilibrated with CH2CI2, CH2CI2 (100 mL) was used to elute impurities. The pure NHC-palladacycles were eluted with CH2Cl2-ethylacetate (3:1, vol/vol, 150 mL), and the solvent was evaporated. The products were triturated with hexanes (25 mL). After drying in high vacuum, IMes-Pd(dmba)Cl (555 mg, 96%) was obtained as beige solid. 1H NMR (CDCl3, 400 MHz) delta: 7.10 (s, 2H), 6.99 (s, 2H), 6.83-6.76 (m, 4H), 6.70 (td, J= 7.6, 1.2 Hz, IH), 6.58 (d, J= 7.2, 1.2 Hz, IH), 3.53 (s, 2H), 2.45 (s, 6H), 2.44 (s, 6H), 2.29 (s, 6H), 2.23 (s, 6H). 13C NMR (CDCl3, 100 MHz) delta: 175.6, 149.3, 147.6, 138.3, 138.3, 137.4, 136.2, 133.9, 129.4, 128.7, 123.9, 123.2, 123.0, 121.2, 72.2, 50.0, 21.1, 20.2, 19.8. Anal, calcd for C30H37ClN3Pd (581.51): C, 61.96; H, 6.41; N, 7.23. Found: C, 62.02; H, 6.37; N, 7.40.

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Reference£º
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; WO2008/156451; (2008); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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: A mixture of pyrazine ligand 1 or 2 (1mmol), Li2PdCl4 (1mmol) and NaOAc (1mmol) in 20mL of dry methanol was stirred for 24hat rt. The yellow solids (yield: 92%) were collected by filtration and washed several times with methanol, which can be assigned to be palladacyclic dimers. Then, a Schlenk tube was charged with the above chloride-bridged palladacyclic dimers (0.5mmol), the corresponding imidazolium salt (1.25mmol) and tBuOK (2.5mmol) under nitrogen. Dry THF was added by a cannula and stirred at room temperature for 3h. The product was separated by passing through a short silica gel column with CH2Cl2 as eluent, the third band was collected and afforded the corresponding carbene adducts 3-10 as yellow solids. The characterization data for 3: Yield: 78%., 250285-32-6

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Xu, Chen; Wang, Zhi-Qiang; Fu, Wei-Jun; Ji, Bao-Ming; Yuan, Xiao-Er; Han, Xin; Xiao, Zhi-Qiang; Hao, Xin-Qi; Song, Mao-Ping; Journal of Organometallic Chemistry; vol. 777; (2015); p. 1 – 5;,
Chiral Catalysts
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A common heterocyclic compound, the chiral-catalyst compound, name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine,cas is 22795-99-9, mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

General procedure: Step 2. 3-(Benzylamino)- or 3-(arylamino)-4-methoxycyclobut-3-ene-1,2-dione 18a ? 18f (1.0 equiv.) was suspended in MeOH (0.07 M) and the amine 19a, 19b or 19c (1.0 equiv.) was added. The resulting mixture was stirred at ambient temperature for 24 hours. The mixture was then filtered and the collected solid residue was washed with ice-cold MeOH and dried in vacuo to afford the corresponding squaramides 1 ? 6.

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Article; Kristianslund, Renate; Aursnes, Marius; Tungen, J¡ãrn Eivind; Hansen, Trond Vidar; Tetrahedron Letters; vol. 57; 47; (2016); p. 5232 – 5236;,
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.

General procedure: The carbonyl substrate (0.1 g) is dissolved in 1-2 mL of anhydrous CHCl3 and 2.0 equiv of a benzocrown ether is added to the solution. To this mixture, CF3SO3H (8.0 equiv; H2SO4 may be used in some cases) is added dropwise with stirring. The reaction is stirred at room temperature for at least 2 h, after which, the mixture is poured over several grams of ice. The resulting solution is extracted three times with CHCl3. The organic phase is subsequently washed three times with water and dried over MgSO4 solution. Removal of the solvent provides the product., 14098-24-9

14098-24-9 Benzo-18-crown 6-Ether 585779, achiral-catalyst compound, is more and more widely used in various.

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Article; Zielinski, Matthew E.; Tracy, Adam F.; Klumpp, Douglas A.; Tetrahedron Letters; vol. 53; 14; (2012); p. 1701 – 1704;,
Chiral Catalysts
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The chiral-catalyst compound, cas is 14098-24-9 name is Benzo-18-crown 6-Ether, mainly used in chemical industry, its synthesis route is as follows.,14098-24-9

A mixture of chloroform (50 ml) and acetic acid (50 ml) were charged in 250 ml round bottom flask. The monobenzo 18-crown-6 ether was added in to the mixture and stirred well. Afterword 8.5 ml nitric acid (70%) slowly dropwise added over a period of 30 min and stirring was continued at RT for additional 24 hr. Then the mixture was neutralized with aqueous Na2CO3 and the reaction product in to aqueous layer extract with chloroform (70 ml x 3). The combined chloroform layer dried by Na2SO4 and evaporated on rotary evaporator observed a yellow crude solid. Crude solid was recrystallized in ethanol to furnish a pure nitro product. Yield: 77%; m.p. 69-71C (Lit.70-72C).

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Article; Patil, Dayanand R.; Chandam, Dattatraya R.; Mulik, Abhijeet G.; Jagdale, Suryabala D.; Patil, Prasad P.; Deshmukh, Madhukar B.; Synthetic Communications; vol. 45; 16; (2015); p. 1902 – 1911;,
Chiral Catalysts
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141556-45-8, 1,3-Dimesityl-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Ag2O (0.5 mmol) was added to a solution of the imidazolium ligand (1mmol) in CH2Cl2. The suspension became clear after stirring 3 h at room temperature. Then a solution of Me2SAuCl (1mmol) in CH2Cl2 was added dropwise. The reaction mixture was stirred for another 4 h. Then the solution was filtered through Celite and the solvent evaporated to leave a volume of ca. 3 ml. The addition of hexane led to the precipitation of a white solid., 141556-45-8

The synthetic route of 141556-45-8 has been constantly updated, and we look forward to future research findings.

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Article; Perez-Galan, Patricia; Waldmann, Herbert; Kumar, Kamal; Tetrahedron; vol. 72; 26; (2016); p. 3647 – 3652;,
Chiral Catalysts
Chiral catalysts – SlideShare