Day: November 16, 2020

D-Phenylalanine, cas is 673-06-3, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,673-06-3

A mixture of 44 mL of conc. HNO3 and 34.6 mL of conc. H2SO4 was added dropwise to a solution of 50 g (0.303 mol) of L(D)-phenylalanine in 150 mL of 85% H2SO4, pre-cooled to 10C. The reaction mixture was stirred for 3 hours at 8-10C, then the reaction mixture was adjusted to pH 6 by addition of NaOH aqueous solution. The precipitate was filtered off and dried. The reaction product was recrystallized from water. Yield 91% (2), 89% (2b). mp 240C (mp 239-241C [10]). IR spectrum nu, cm-1: 3294, 2889, 1701, 1620, 1535, 1443, 1350, 880, 864, 745, 698, 525. 1 NMR spectrum (DMSO-d6), delta, ppm: 2.90-4.00 m (5H, CH, CH2, NH2), 7.55 d (2Harom, 3J 8.5 Hz), 8.15 d (2Harom, 3J 8.5 Hz). 13 NMR spectrum (DMSO-d6), delta, ppm: 40.79 (2), 57.28 (), 128.15, 129.79, 145.41, 168.48 (arom), 172.84 (). Mass spectrum (ESI), m/z: 211.0713 [M + H]+. C9H10N2O4. Calculated M210.0641.

With the rapid development of chemical substances, we look forward to future research findings about D-Phenylalanine

Reference£º
Article; Tolstyakov; Tolstobrova; Zarubina; Popova; Protas; Chuprun; Trifonov; Russian Journal of Organic Chemistry; vol. 52; 11; (2016); p. 1681 – 1685; Zh. Org. Khim.; vol. 52; 11; (2016); p. 1686 – 1690,5;,
Chiral Catalysts
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Name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 22795-99-9, its synthesis route is as follows.,22795-99-9

Example 45 Synthesis of ({4-cycloheptylamino-6-[((S)-1-ethyl-pyrrolidin-2-ylmethyl)-amino]-1,3,5-triazin-2-yl}-phenyl-amino)-acetonitrile (143) 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).

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

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krlshna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209880; (2004); A1;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is 1,3-Dimesityl-1H-imidazol-3-ium chloride, and cas is 141556-45-8, its synthesis route is as follows.,141556-45-8

taken the imidazole chlorine salt [(R 1 NCHCHNR 1) CH]Cl (0.34 g, 1.0 mmol), ferrous bromide (0.22 g, 1.0 mmol) and sodium bromide (0.33 g, 3.2 mmol), in thf as the solvent, the 60 C reaction under 16 hours. Centrifugal, supernatant fluid transfer, remove precipitation, is added to the supernatant liquid of the three ring hexyl phosphine (0.28 g, 1.0 mmol), in 30 C reaction under 6 hours. Vacuum to remove the solvent, hexane washing, drying, in a mixed solvent of toluene and tetrahydrofuran extraction, centrifugal supernatant fluid transfer, after concentrating the serum to obtain a target product, yield 84%.

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride

Reference£º
Patent; Suzhou University; sun, hongmei; li, zhuang; liu, ling; chen, qi; (17 pag.)CN105541922; (2016); A;,
Chiral Catalysts
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(S)-(1-Ethylpyrrolidin-2-yl)methanamine, cas is 22795-99-9, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,22795-99-9

In a 100 mL eggplant bottle, 1.22 g of benzaldehyde, 30 mL of anhydrous ethanol,(S) -1-ethyl-2-aminomethyltetrahydropyrroline, and the mixture was heated under reflux for 24 hours. Adding 0.76 g of sodium borohydride, stirring for 3 hours, pouring into water, extracting the organic phase with dichloromethane,Dried over anhydrous magnesium sulfate, and the solvent was removed to obtain a pale yellow viscous liquid.30 mL of absolute ethanol, 0.6 g of paraformaldehyde, 1.63 g of 2,4-dichlorophenol were added, and the mixture was heated under reflux for 12 hours.The crude product was chromatographed on silica gel to give red liquid L1 (2.32 g, 59.0percent).

22795-99-9 is used more and more widely, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine

Reference£º
Patent; East China University of Science and Technology; Ma, HaiYan; Wang, haobing; (35 pag.)CN103787943; (2016); B;,
Chiral Catalysts
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Name is N,N’-Bis(salicylidene)-1,2-propanediamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 94-91-7, its synthesis route is as follows.,94-91-7

General procedure: To a round-bottomed flask with a stir bar was placed with [Ru(PPh3)3Cl2] (868 mg, 2.0 mmol) under the nitrogen. Pre-dried THF(10 mL) was added and the resulting mixture was stirred at room temperature. Then salen-enH2 (536 mg, 2.0 mmol) and a little excess of Et3N (252 mg, 2.5 mmol) in THF (5 mL) were added. The reaction mixture was stirred at room temperature overnight. After removal of solvents, CH2Cl2 (15 mL) was added and the solution was filtered through cilite. The filtrate was concentrated and the residue was washed with Et2O (5mL 2) and hexane (5 mL 2) to give the desired product. Recrystallization from CH2Cl2/Et2O (1:2) afforded green block-shaped crystals of [RuCl(PPh3)(salen)] (3) suitable for X-ray diffraction in three days. Yield: 1011 mg, 76% (based on Ru).

With the complex challenges of chemical substances, we look forward to future research findings about N,N’-Bis(salicylidene)-1,2-propanediamine

Reference£º
Article; Tang, Li-Hua; Wu, Fule; Lin, Hui; Jia, Ai-Quan; Zhang, Qian-Feng; Inorganica Chimica Acta; vol. 477; (2018); p. 212 – 218;,
Chiral Catalysts
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As a common heterocyclic compound, it belong chiral-catalyst compound,trans-Cyclohexane-1,2-diamine,1121-22-8,Molecular formula: C6H14N2,mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

Into a solution containing 1,6-diisocyanatohexane (4.03 grams, 24 mmol; obtained from Sigma-Aldrich Fine Chemicals) and a 1:1 mixture of hexane and tetrahydrofuran (100 milliliters) stirring at room temperature was added a solution containing triethylene glycol monomethacrylate (5.24 grams, 24 mmol; obtained as CD570 from Sartomer Company Inc., Exton, Pa.) dissolved in a 1:1 mixture of hexane and tetrahydrofuran (10 milliliters) and dibutyltin dilaurate (0.075 grams, 0.12 mmol (obtained from Sigma-Aldrich Fine Chemicals) as the catalyst. The mixture was stirred and heated to an internal temperature of 40 C. The progress of the reaction was monitored by 1H-NMR spectroscopy for consumption of the triethylene glycol monomethacrylate reactant. The mixture was cooled to about 15 C. temperature, after which to this mixture was added dropwise a solution of trans-1,2-diaminocyclohexane (1.37 grams, 12 mmol; obtained as a racemic mixture of (1R,2R) and (1S,2S) stereoisomers from Sigma-Aldrich Fine Chemicals) dissolved in a 1:1 mixture of hexane and tetrahydrofuran (10 milliliters). The reaction mixture was stirred for 1 hour while warming up to room temperature. FTIR spectroscopic analysis of a reaction sample showed little unreacted isocyanate (peak at 2180 cm-1, sample prepared as a KBr pellet). Any residual isocyanate reagent was quenched by addition of methanol (5 milliliters). The reaction mixture was then filtered by vacuum filtration to give 6.13 grams of a solid product as a white powder (58 percent yield). 1H-NMR spectroscopic analysis of the solid was performed in DMSO-d6 (300 MHz) at room temperature (25 C.) and exhibited spectral assignments that matched those found for the compound in Example XVIII. The product was believed to be of the formulae

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

Reference£º
Patent; Xerox Corporation; US2006/122415; (2006); A1;,
Chiral Catalysts
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Name is (S)-2-(Methoxymethyl)pyrrolidine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 63126-47-6, its synthesis route is as follows.,63126-47-6

To a mixture of lithium 7-chlorothieno [3,2-b] pyridine-2-carboxylate (6.59 g, 30 [MMOLE)] in DMF (100 [ML)] were added diisopropylethylamine, (6 [ML,] 4.45 g, 34.4 mmole), benzotriazol- 1-yloxytris (pyrrolidino) phosphonium [HEXAFLUOROPHOSPHATE] (16.16 g, 31 mmole) and [S- (+)-2-] (methoxymethyl) pyrrolidine (3.73 g, 32.4 [MMOLE).] The resultant reaction mixture was stirred at ambient temperaure for 16 hours. The crude reaction mixture was poured into water (600 [ML)] and extracted with EtOAc (3 x 200 ml). The combined organic extracts were washed with water (4 x 200 ml), dried over [NA2SO4] and concentrated, in vacuo, to give 8.8 g of an amber oil, which was purified by silica gel chromatography. Elution with Et2O : EtOAc (67: 33) and evaporation of the appropriate fractions gave 6.89 [G] (74percent) of an orange [SYRUP.APOS;H] NMR (DMSO-d6): 8 8.62 (1 H, d, J = 5.0 Hz), 7.88 (1 H, s), 7.35 (1 H, d, J = 5.0 Hz), 4.54-4. 47 [(1 H,] m), 3.93-3. 75 (2H, m), 3.71-3. 55 (2H, m), 3.37 (3H, s), 2.15-1. 92 (4H, [M). ANAL. CALCD.] for [C14H1SN202SCI] : [C,] 54.10 ; H, 4.87 ; N, 9.01 ; S, 10.32 ; Cl, 11.41. Found: C, 53.96

With the complex challenges of chemical substances, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine

Reference£º
Patent; PFIZER INC.; WO2003/106462; (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.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

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%).

1121-22-8, As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

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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4488-22-6, [1,1′-Binaphthalene]-2,2′-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2 (1.421 g, 5 mmol) in benzene (5 mL) was added allylalcohol (0.850 mL, 12.5 mmol) and dried molsieve (1 g, 4 A) and the mixture was degassed. Subsequently, Ti(i-OPr)4, (710 mg, 740 muL, 2.5 mmol), PPh3 (105 mg, 0.4 mmol), and Pd(OAc)2 (22.5 mg, 0.1 mmol) was added and the reaction was stirred under Ar at 50 C. The conversion was monitored by TLC. After extractive work-up with DCM/water, drying (MgSO4), and evaporation, the crude product was purified by chromatography in EtOAc (5?20%)/heptane to afford 1.55 g (85%) of 6 as a slightly brown crystaline solid; m.p.: 95-99 C. 1H-NMR delta = 7.87 (d, J = 9.0 Hz, 2H); 7.78 (dm, J = 7.7 Hz, 2H); 7.21 (d, J = 9.1 Hz, 2H); 7.14-7.22 (m, 4H); 6.99 (dm, J = 7.9 Hz, 2H); 5.77 (ddm, J = 17.3, 10.3 Hz, 2H); 5.12 (dm, J = 17.3 Hz, 2H); 5.02 (dm, J = 10.3 Hz, 2H); 3.92 (br.s, 2H); 3.77-3.86 (br.m, 4H). 13C-NMR delta = 144.2 (C); 135.7 (CH); 133.9 (C); 129.5 (CH); 128.1 (CH); 127.7 (C); 126.7 (CH); 123.9 (CH); 122.0 (CH); 115.6 (CH2); 114.2 (CH); 112.0 (C); 46.1 (CH2). HRMS calcd for C26H25N2 [M + H]+: 365.2018; found: 365.2011.

4488-22-6, As the paragraph descriping 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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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, A mixture of 2-fluoro-5-(l-trityl-lH-benzotriazol-5-yl)-benzaldehyde (368 mg, 0.76 mmol), (S)-(+)-l-ethyl-2-aminomethylpyrrolidine (120 mg, 0.83 mmol) and molecular sieves in 10 mL of methanol was stirred at ambient temperature for 3h. The mixture was cooled to – 78¡ãC, and sodium borohydride (72 mg, 1.9 mmol) was added and the mixture was allowed to warm to room temperature and stirred overnight. The volatiles were removed in vacuo and the residue was diluted with dichloromethane and washed with water. The aqueous phase extracted with dichloromethane, and the combined organic phases were washed with brine, dried over magnesium sulfate, filtered and concentrated to leave the crude product. Chromatography (elution with methanol/dichloromethane) gave 255 mg of product.

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; AVENTIS PHARMACEUTICALS INC.; WO2006/86705; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare