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, General procedure: 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU; 1.2 equivalents) was added to a solution of the corresponding alpha-methyl carboxylic acid (2) (1 equiv), the appropriate amine (1.5 equiv) and DIEA (2 equiv) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. The reaction mixture was stirred at room temperature overnight. Solvent was evaporated under reduced pressure, and the crude product was purified using a Teledyne Isco Combiflash? Rf purification machine using 0-10percent CHCl3/methanol as eluent to provide the desired amides 3-59 in 68-95percent yields.

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

Reference£º
Article; Mathew, Bini; Snowden, Timothy S.; Connelly, Michele C.; Guy, R. Kiplin; Reynolds, Robert C.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 12; (2018); p. 2136 – 2142;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO410,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

General procedure: A 60 ml of aqueous solution of sodium nitrite (20.7 g, 0.3 mol) was added into a stirred and ice-cooled solution of D-amino acids (9A-C, G, 50 mmol) in 1 M H2SO4 (100 ml, 0.1 mol) over 3 h, and the mixture was stirred for 24 h at room temperature until the completion of the reaction (monitored by ninhydrin). The mixture was adjusted to pH 6 with solid NaHCO3 and then to pH 3 with concentrated HCl followed by freeze-drying. The resulting residue was extracted with hot acetone (4¡Á100 ml), and the extracts were concentrated and dried to offer colorless oil, to which ether (200 ml) was added and filtrated to remove insoluble solids, the filtrate was concentrated and re-crystallized in ether/hexanes mixture to afford 10(A-C, G) as white crystalline, yield 82%-92%.

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; Jia, Chao; Yang, Ke-Wu; Liu, Cheng-Cheng; Feng, Lei; Xiao, Jian-Min; Zhou, Li-Sheng; Zhang, Yi-Lin; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 482 – 484;,
Chiral Catalysts
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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

EXAMPLE 89 (2R)-2-Hydroxy-3-phenylpropanoic acid (J. Med. Chem., 23, 666) Following the procedure of Johnson, 1980, D-phenylalanine (16.5 g, 100 mmol) was dissolved in 1N H2 SO4 (150 ml) and cooled to 0 C. A solution of NaNO2 (10.5 g, 150 mmol) in water (50 ml) was added dropwise. The mixture was stirred for 2 h at 0 C. and for 3 h at 25 C. The product was extracted into ether (5*100 ml) and the combined ether extracts were dried over Na2 SO4 and concentrated in vacuo to about 100 ml. Hexane (300 ml) was added and the product which crystallized out was collected by vacuum filtration to afford the title compound as a colorless solid (9 g, 54%); mp=124-125 C.

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

Reference£º
Patent; Abbott Laboratories; US5164388; (1992); A;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO115,mainly used in chemical industry, its synthesis route is as follows.,7181-87-5

1,3-Dimethylbenzimidazolium iodide (0.24 g, 0.88 mmol)and silver(I) oxide (0.10 g, 0.44 mmol) were added to CH2Cl2(20 mL) and ethanol (20 mL), and the mixture was stirred atroom temperature for 5 h under argon atmosphere in absenceof light. Subsequently, (tht)AuCl (0.28 g, 0.88 mmol) wasadded and the reaction mixture was stirred at room temperaturefor further 9 h. The mixture was filtered throughCelite, and the solvent was removed under reduced pressure. The crude product was purified by silica-gel column chromatography(eluent: acetone). The product was further purifiedby recrystallization from a mixture of CH2Cl2 andhexane to afford Au NHC complex 1 as colorless platecrystals (84%, 0.28 g, 0.74 mmol). M.p.: 293 C. 1H NMR(CDCl3, delta): 7.47 (s, 4H; 4,5,6,7-H in benzimidazole), 4.05 (s,6H; CH3). 13C NMR (CDCl3, delta): 179.0 (2-C in benzimidazole),133.8 (5,6-C in benzimidazole), 124.7 (ring-fusion C),111.3 (4,7-C in benzimidazole), 35.2 (N-CH3). IR (KBr, nu):2943, 2862, 1457, 1387, 746 cm-1. HRMS (FAB) m/z [M+H]+ calcd. for C9H11AuClN2: 379.0276; found, 379.0280.Anal. calcd. for C9H10AuClN2: C, 28.55; H, 2.66; Au, 52.02;N, 7.40; found: C, 28.35; H, 2.54; N, 7.42; ash, 47.0.

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,belong chiral-catalyst compound

Reference£º
Article; Sathyanarayana, Arruri; Nakamura, Shin-ya; Hisano, Kyohei; Tsutsumi, Osamu; Srinivas, Katam; Prabusankar, Ganesan; Science China Chemistry; vol. 61; 8; (2018); p. 957 – 965;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is [1,1′-Binaphthalene]-2,2′-diol, and cas is 602-09-5, its synthesis route is as follows.,602-09-5

In a glass reactor equipped with a stirrer, a condenser, and a thermometer,180 g (0.629 mol) of (RS) -1,1′-bi-2-naphthol,127 g (1.439 mol) of ethylene carbonate,9.0 g of potassium carbonate and 180 g of toluene,And reacted at 110 C. for 10 hours. As a result of HPLC measurement,0.1% of 1,1′-bi-2-naphthol,89.4% of 2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene,The polymer was 6.9%, the others were 1 mol adduct and 3 mol adduct.620 g of toluene was added to this reaction mixture and diluted,270 g of a 9.7 wt% sodium hydroxide aqueous solution was added to the organic solvent phase containing the reaction mixture, and the mixture was stirred at 85 C. for 1 hour, and then the aqueous phase was separated off and removed.As a result of measuring the organic solvent layer by HPLC,It was 96.2% of 2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene, and no polymer was detected.Next, this organic solvent layer was washed with water until the washing water became neutral.After refluxing and dehydrating the obtained organic solvent phase, it was cooled to room temperature, filtered and dried to obtain (RS) -2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene as white crystals (Yield 83.6%, HPLC purity 99.6%, YI value: 2.9).

With the complex challenges of chemical substances, we look forward to future research findings about 602-09-5,belong chiral-catalyst compound

Reference£º
Patent; TAOKA CHEMICAL COMPANY LIMITED; MATSUURA, TAKASHI; KAWAMURA, MIO; HIRABAYASHI, SHUNICHI; FUJII, KATSUHIRO; (11 pag.)JP6083901; (2017); B2;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO85,mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

Paraformaldehyde (0.32 g) was mixed with N,N-dimethylformamide (1.92 g) and heated to 80 C to make a slurry. (¡À)-trans-1,2-Cyclohexanediamine (2) (Aldrich 270016) (0.53 g) was added to the slurry, where upon the mixture turned orange. The mixture was heated for 0.5 h at 80 C, then cooled and left for one week. The mixture was filtered and the crystals washed with ethanol to afford the 1,8,10,17-tetraazapentacyclo[8.8.1.18,17.02,7.011,16]icosane (4) (0.46 g; 71%). The product was recrystalised from a mixture of 1 part petroleum ether, 2 parts hexanes and 1.3 parts ethyl acetate (by volume; total volume 21.5 mL). Insoluble material was removed by filtration and the filtrate left to crystallize to afford off-white prisms (67% recovery), m.p. 210 C.

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

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Article; Hendsbee, Arthur; Vaughan, Keith; Journal of Molecular Structure; vol. 1050; (2013); p. 1 – 4;,
Chiral Catalysts
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[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

To a solution of BINAM (100 mg, 0.35 mmol) and pyridine (85 mL, 1.05 mmol) inacetnitrile (3.5 mL) was added p-toluenesulfonylchloride (73 mg, 0.38 mmol), and the mixture was refluxed for 12 h. After cooling to ambient temperature, the reaction was quenched with brine (10 mL) and extracted with EtOAc (15 mL¡Á 3). The combined organic extracts were dried (MgSO4) and concentrated. The residue was purifiedby column chromatography on silica gel using hexane-EtOAc as the eluent, to give A-2; yield: 119 mg (78%).

4488-22-6 is used more and more widely, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diamine

Reference£º
Article; Zhang, Yu; Mao, Mao; Ji, Yi-Gang; Zhu, Jie; Wu, Lei; Tetrahedron Letters; vol. 57; 3; (2016); p. 329 – 332;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride, and cas is 173035-10-4, its synthesis route is as follows.,173035-10-4

Complex 1e was synthesized similarly as reported for the(5-C5Me5) complex by Ritleng et al. [4e]. A hexane solution ofn-BuLi (2.5 mL, 5.1 mmol) was added to a THF (5 mL) solution of1,3-bis(1,1-dimethylbut-3-enyl)cyclopentadiene (4.83 mmol). Theresulting mixture was stirred for 2 h at ambient temperature. Thissolution was added to a solution of [Ni(acac)2] (1.199 g, 4.67 mmol)in THF (10 mL) at -78C. The color changed immediately fromgreen to red and a suspension of 1,3-dimesitylimidazolinium chlo-ride [12] (1.693 g, 4.96 mmol) in THF (10 mL) was quickly added atthis temperature. The reaction mixture was allowed to warm up to ambient temperature and stirred for a further 2 h. The volatileswere removed under reduced pressure. The solid residue wasextracted with hexane (20 mL) and filtered through Celite. Com-plex 1e was isolated by crystallization as a red, microcrystallinesolid. Yield: 2.40 g (3.82 mmol, 79%).1H NMR (CDCl3, 400 MHz) (ppm) = 7.04 (s, 4H, Ar), 5.51-5.62 (m, 2H, CH ), 4.88-4.90 (m,4H, CH2), 4.14 (s, 1H, C5H3), 3.82 (s, 4H, NCH2), 3.62 (s, 2H,C5H3), 2.37 (s, 12H, o-CH3), 2.35 (s, 6H, p-CH3), 2.01 (m, 2H, CH2),1.84 (m, 2H, CH2), 0.85 (s, 6H, CH3), 0.71 (s, 6H, CH3).13C{1H}NMR (CDCl3, 101 MHz) (ppm) = 204.0 (NCN), 138.3 ( CH ) 137.8,137.2, 136.4, 132.1, 129.9 (Ar and C5H3), 116.1 ( CH2), 91.2 (C5H3),76.5 (C5H3), 51.25 (NCH2), 49.00 (CH2), 33.40 (C(CH3)2), 28.84,26.39 (CH3), 21.02, 18.80 (o- and p-CH3). MS (EI, 70 eV) m/z (rel.int.%) (58Ni) 628 (M+, 10), 516 (M+-C8H16, 26), 361 (M+-C20H27,100). HRMS (EI) for C38H51N235Cl58Ni: calc. 628.30942, found628.30983. C38H51N2ClNi Calc. (%) C 72.45, H 8.15, N 4.44, foundC 72.41, H 8.08, N 4.38. Crystals suitable for X-ray measurementwere grown from a concentrated solution in n-heptane/THF at 4C.

With the complex challenges of chemical substances, we look forward to future research findings about 173035-10-4,belong chiral-catalyst compound

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Article; Buchowicz, W?odzimierz; Conder, Joanna; Hryciuk, Dymitr; Zachara, Janusz; Journal of Molecular Catalysis A: Chemical; vol. 381; (2014); p. 16 – 20;,
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

Sodium nitrite (1.2g, 18.0mmol) in 3mL of water was added slowly to a stirred solution of BINAM (1.2g, 4.0mmol) and HBF4 (45% in H2O, 10mL) at 0C. Then the reaction was stirred at 0C for 30min and further stirred at room temperature for 30min. The resulting yellow solid was filtered using a Buechner funnel and washed with cold HBF4 (2¡Á5mL), H2O (2¡Á10mL) and EtOH (10mL). The diazonium salt 1 solid (1.8g) was dried under a vacuum desiccator and stored at 0C (yellow solid).

4488-22-6, As the paragraph descriping shows that 4488-22-6 is playing an increasingly important role.

Reference£º
Article; Ganapathy, Dhandapani; Sekar, Govindasamy; Catalysis Communications; vol. 39; (2013); p. 50 – 54;,
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

602-09-5, In a round-bottom flask, 1,10 -binaphthol (3.49 mmol) were dissolvedin acetic acid (15 mL). After kept in the ice-water bath for 15 min, nitricacid (98%, 0.62 mL) was dropped into the solution slowly under a strongmagnetic stirring. Then, the ice water bath was removed and the solutionwas stirred at room temperature for 1 h. While, the clear mixture became white, turned to black and finally was green. The mixture was poured into ice-water (500 mL) and stirred for 10 min. The powder (compound 1) was collected from the ice-water using the vacuum filtration and was washed with cold ethanol till its color became grayish yellow. The yield of compound 1 is 78%. Mp > 300 C. 1H NMR(DMSO-d6, 400 MHz, delta, ppm): 10.34 (s, 2H), 8.96 (d, J 1.5 Hz, 2H),8.28 (dd, J 1.5, 7.2 Hz, 2H), 7.97 (d, J 7.2 Hz, 2H), 7.53 (d,J 9.0 Hz, 2H), 7.09 (d, J 9.0 Hz, 2H); 13C NMR (DMSO-d6, 75 MHz):delta 157.1, 142.4, 137.0, 132.1, 126.3, 125.5, 125.2, 120.6, 119.6, 115.0

602-09-5 [1,1′-Binaphthalene]-2,2′-diol 762831, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Deng, Guoxiong; Wang, Yilei; Zong, Xueping; Yuan, Xiaoxu; Luo, Jiangzhou; Wang, Xuezhen; Xue, Song; Polymer; vol. 183; (2019);,
Chiral Catalysts
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