Tag: M.W:100-200

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO52,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

The reaction of bromobenzene (0.158 g, 1.0mmol), D-phenylalanine (0.247 g, 1.5 mmol), copper powder (0.0064 g, 0.1 mmol),MI (0.036 g, 0.2 mmol), Cs2CO3 (0.977 g, 3.0 mmol), TBAHS (0.068 g, 0.2 mmol)produced 0.200 g (83%) of phenyl-D-phenylalanine as a white solid.

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; Zhou, Qifan; Du, Fangyu; Chen, Yuanguang; Fu, Yang; Chen, Guoliang; Tetrahedron Letters; vol. 60; 29; (2019); p. 1938 – 1941;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.673-06-3,D-Phenylalanine,as a common compound, the synthetic route is as follows.

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%., 673-06-3

As the paragraph descriping shows that 673-06-3 is playing an increasingly important role.

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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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, First, 4-benzyloxy-3,5-dimethoxybenzoic acid chloride represented by Formula 85 and [(2S)-1-ethylpyrrolidin-2-yl]methanamine represented by Formula 103 were prepared in 0.2 M solution, respectively, using a toluene solvent. An amine solution (1.2 mL, 0.240 mmol) entered 10 mL vial and a sodium carbonate solution (0.4 mL, 0.200 mmol) was added thereto. Thereafter, a benzoic acid chloride solution (1.0 mL, 0.200 mmol) entered the vial, vigorously shaken and agitated at room temperature for 18 hours. After terminating the reaction, an organic layer was moved to a cartridge tube (6 mL, benzenesulfonic acid, 904030-WJ, UCT) using ethyl acetate. Impurities were removed using methanol (15 mL) while separation and purification were conducted using an elute solution (ethyl acetate/methanol/triethylamine, 20:2:1, v/v/v), resulting in a benzamide compound represented by Formula 13 as a desired product (VVZ-014; 66 mg, 83percent yield). Analysis data of the produced benzamide compound is provided as follows. 1H-NMR (MeOD-d4) d 1.22 (t, 3H), 1.73 (m, 1H), 1.80 (m, 2H), 1.98 (m, 1H), 2.30 (m, 1H), 2.41 (m, 1H), 2.76 (m, 1H), 3.02 (m, 1H), 3.28 (m, 2H), 3.65 (dd, 1H), 3.88 (s, 6H), 5.02 (s, 2H), 7.17-7.46 (m, 7H)

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Lee, Doo Hyun; US2014/336378; (2014); A1;,
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

In a glovebox under argon, to chamber 1 of two- chamber system S2 was added Pd(dba)2 (19.9 mg, 0.0347 mmol), PPh3 (18.2 mg, 0.0693 mmol), 4,6-dichloro-2-iodo-3-methoxyphenol 37 (221 mg, 0.693 mmol), THF (3 ml_), (S)-(l-ethylpyrrolidin-2-yl)methanamine (193 muIota_, 1.39 mmol), TEA (194 muIota_, 1.39 mmol). The chamber was sealed with a screwcap fitted with a Teflon.(R). seal. In a glovebox under argon, to chamber 2 of two-chamber system S2 was added Mo(CO)6 (183 mg, 0.693 mmol), THF (3 ml_) and pyridine (280 muIota_, 3.47 mmol) in that order. The chamber was sealed with a screwcap fitted with a Teflon.(R). seal. The loaded two-chamber system was heated to 70 ¡ãC for 19 hours. The crude reaction mixture was evaporated on silica gel and the title compound 38 was obtained after flash chromatography (5percent MeOH in CH2CI2 as eluent) as brown oil (153.7 mg, 0.443 mmol, 64percent from 37).

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

Reference£º
Patent; AARHUS UNIVERSITET; SKRYDSTRUP, Troels; LINDHARDT, Anders Thyboe; HERMANGE, Philippe; TAANING, Rolf Hejle; FRIIS, Stig Duering; WO2012/79583; (2012); A1;,
Chiral Catalysts
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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

Into a solution containing 1,6-diisocyanatohexane (4.04 grams, 24.0 mmol; obtained from Sigma-Aldrich Fine Chemicals, Milwaukee, Wis.) and anhydrous tetrahydrofuran (100 mL, Sigma-Aldrich Fine Chemicals, Milwaukee, Wis.) stirring at room temperature was added 2-ethylhexanol (3.13 grams, 24.0 mmol, obtained from Sigma-Aldrich Fine Chemicals) and dibutyltin dilaurate (0.38 grams, 0.6 mmol, obtained from Sigma-Aldrich Fine Chemicals) as the catalyst. The mixture was stirred and heated to an internal temperature of about 70 C. The progress of the reaction was monitored by 1H-NMR spectroscopy for the consumption of 2-ethylhexanol starting material, indicated by the disappearance of the -CH2OH multiplet, which appears at 3.5 ppm as a shoulder peak on the downfield end of the intermediate isocyanate product whose signal is located at 3.35-3.40 ppm. The mixture was cooled to about 5 C. internal temperature; thereafter, 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 anhydrous tetrahydrofuran (10 mL). The mixture was stirred for about 30 minutes while warming up to room temperature, and thickened to form a gelatinous slurry. FTIR spectroscopic analysis of a reaction sample showed very little unreacted isocyanate (peak at 2180 cm-1, sample prepared as a KBr pellet). Residual isocyanate was quenched by addition of 5 mL of methanol. A crystalline product was isolated from the slurry by first adding methylene chloride (40 mL) followed with stirring for approximately 20 minutes to ensure full precipitation out of the gel slurry. The solid was filtered by suction on a paper filter, rinsed with methylene chloride (about 10 mL), and then dried in air to give 7.36 grams of off-white solid (86% yield). The product was believed to be of the formulae 1H-NMR spectroscopic analysis of the solid was performed in DMSO-d6 (300 MHz) at high temperature (60 C.) and indicated the above structure, with the following assigned peaks: 0.90 ppm (multiplet, 6 H integration, -OCH2CH(CH2CH3)CH2CH2CH2CH3); 1.0-1.95 ppm (broad multiplets, 20 H integration, 8 methylene protons from 2-ethylhexanol portion, 8 methylene protons from the 1,6-diisocyanatohexane portion, and 4 methylene protons from the cyclohexane ring portion); 2.95 ppm (narrow multiplet, 4 H integration, -NH(CO)NHCH2(CH2)4CH2NH(CO)O); 3.20 ppm (broad singlet, 1 H integration, tertiary methine proton adjacent to urea group on cyclohexane ring); 3.90 ppm (doublet, 2 H integration, OCH2CH(CH2CH3)CH2CH2CH2CH3); 5.65 ppm and 5.75 ppm (each a broad singlet, 1 H integration, urea NH protons); 6.75 ppm (broad singlet, 1 H integration, urethane NH proton). Elemental analysis calculated for C: 64.19%, H: 10.49%, N: 11.82%; found for C: 61.70%, H: 9.86%, N: 14.91%., 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; Xerox Corporation; US2006/122415; (2006); A1;,
Chiral Catalysts
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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

General procedure: Salen ligands were obtained in the stoichiometric reaction of salicylic aldehyde and trans-1,2-diaminocyclohexane in 96% ethanol solution according to [13c]. Reactions were carried out in 50 ml three-neck round-bottomed flask, equipped with reflux condenser, dropping funnel, magnetic stirrer and heating mantle. The solution of trans-1,2-diaminocyclohexane (0,57 ml, 5 mmol) in EtOH (10 ml) was slowly added to a hot solution of appropriate aldehyde (10 mmol) in EtOH (20 ml). The reaction mixture was heated at reflux for 1.5 h. After cooling to room temperature, the yellow precipitate that formed was filtered off and washed with cold EtOH (5 ml). The ligands were used without further purification. (¡À)-trans-N,N-bis(5-methoxy-3-tert-butylsalicylidene)-1,2-cyclohexanediamine (H2salcn(BuOMe)) Anal. Calc. for C30H42N2O2: C, 72.84%; H, 8.56%; N, 5.66%; C/N = 12.87. Found: C, 72.63%; H, 8.45%; N, 5.68%; C/N = 12.78. 1H-NMR (CDCl3): delta = 13.40 (bs, 2H), 8.24 (s, 2H), 6.90 (m, 2H), 6.48 (m,2H), 3.69 (s, 6H), 3.32 (m, 2H), 1.99 (m, 2H), 1.89 (m, 2H), 1.77 (m, 2H), 1.47 (m, 2H), 1.39 (s, 18H). Yield: 1.33 g, 54%, mp = 146-149 C., 1121-22-8

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

Reference£º
Article; Tomczyk; Nowak; Bukowski; Bester; Urbaniak; Andrijewski; Olejniczak; Electrochimica Acta; vol. 121; (2014); p. 64 – 77;,
Chiral Catalysts
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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

N,N’-[(2-ethoxycarbonyl)eth-1-yl]-trans-cyclohexane-1,2-diamine 2a: To freshly distilled trans-1,2-diaminocyclohexane 1 (1 ml, 8.33 mmol) in 50 ml of ethanol was added vinyl propionate (1.50 ml, 13.7 mmol) in one portion. After stirring 20h at room temperature, the reaction mixture was concentrated by rotary evaporation to yield a pale yellow oil (2.6 g, 8.32 mmol, 100%) witch was used directly in the next step. 1H NMR (CDCl3): d 1.22 (t, 12H), 1.67 (m, 2H), 1.82 (m, 2H), 2.06 (m, 2H+2H), 2.43 (t, 4H), 2.67 (dt, 2H), 2.98 (dt, 2H), 4.10 (q, 4H). 13C NMR (CDCl3): d 14.17, 24.31, 31.46, 35.34, 42.19, 60.23, 61.29, 172.69 , (M+H+): 315

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; 99953923.2; EP1123301; (2003); B1;,
Chiral Catalysts
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Name is trans-Cyclohexane-1,2-diamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 1121-22-8, its synthesis route is as follows.,1121-22-8

12.65 g of anhydrous magnesium sulphate (105.1 mmoles) and 4.2 ml of a racemic trans-1,2-diaminocyclohexane mixture (35.0 mmoles) were successively added to a solution of 6.66 ml of 2-pyridylaldehyde (70.0 mmoles) in 50 ml of absolute ethanol. The reaction mixture was stirred for 20 hours at ambient temperature (the solution turned yellow after stirring for three hours), heated for 2.5 hours under reflux, then filtered through a frit. The isolated solid was washed with dichloromethane. The total filtrate was concentrated completely under reduced pressure to isolate an ochre solid, which was re-crystallised from ethanol. 8.2 g of pale yellow crystals were obtained, which corresponded to a 80.1% yield. The characteristics were as follows: M.Pt: 140-141 C. (EtOH) (racemic mixture) (Lit: 127-129 C.: obtained by Belokon, Y N; North, M: Churkina, T D; Ikonnikov, N S; Maleev, V I; Tetrahedron 2001, 57, 2491-2498 for the stereoisomer 1S,2S, hexane-MeOH); 1H NMR/CDCl3: delta 8.51 (m, 2H, H1,2), 8.28 (s, 2H, H7,14), 7.84 (m, 2H, H4,17), 6.55-7.64 (m, 2H, H5,16), 7.14-7.21 (m, 2H, H3,18), 3.50 (m, 2H, H8,13), 1,81 (m, 6H, H10,11 and H carried by carbons 9 and 12 located in the position cis (or trans) with respect to the adjacent nitrogen atoms), 1.40-1.53 (m, 2H, H carried by carbons 9 and 12 located in the trans (or cis) position with respect to the adjacent nitrogen atoms). 13C NMR/CDCl3: delta 161.42 (C7 and C14), 154.61 (C6 to C15), 149.21 (C1 and C2), 136.39 (C4 and C17), 124.43 (C3 and C18), 121.29 (C5 and C16), 73.53 (C8 and C13), 32.70 (C9 and C12), 24.33 (C10 and C11). FAB+ (NBA matrix): 293 (100%, M+1), 107 (52%, 2-pyridylaldimine+H+), 92 (38%, C5H4N-CH2+), 119 (25%, C5H4N-CHN-CH2+), 294 (23%, M+2), 204 (22%, [M-(2-pyridylidene)]+), 79 (21%, pyridine+), 187 (20%, M-[2-pyridylineamino]+), 585 (1%, 2M+1).

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

Reference£º
Patent; Taillefer, Marc; Cristau, Henri-Jean; Cellier, Pascal-Philippe; US2005/234239; (2005); A1;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine, and cas is 22795-99-9, its synthesis route is as follows.,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.

With the complex challenges of chemical substances, we look forward to future research findings about 22795-99-9,belong chiral-catalyst compound

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; WO2006/86705; (2006); A1;,
Chiral Catalysts
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As a common heterocyclic compound, it belong chiral-catalyst compound,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,22795-99-9,Molecular formula: C7H16N2,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

Reaction 5:In the glovebox, 500 ?? of the stock solution was transferred to the vial called chamber 2 of our 2-chamber system. Then an injection vial with the 5A MS (750 mg) was installed in the chamber 2 and the system was sealed with a crimp-cap (Aluminium Cap 20mm, silicone/PTFE). Palladium catalysed [nC]carbonylation reactions was then run following the previous described protocol. 307 MBq of crude product was isolated after flushing of the 2-chamber system. Analytical HPLC was run on an aliquot of the crude (Phenomenex Luna 5? C18 100A, 250×4.6 mm 5 micron, 35percent Acetonitrile 65percent NaH2P04 70mM, 2 mL/min). The HPLC chromatogram from the radio-channel showed that the desired[nC]raclopride was 11percent radiochemically pure.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Patent; AARHUS UNIVERSITET; REGION MIDTJYLLAND; SKRYDSTRUP, Troels; LINDHARDT, Anders Thyboe; G?GSIG, Thomas; TAANING, Rolf Hejle; AUDRAIN, Helene; BENDER, Dirk Andreas; FRIIS, Stig Duering; WO2013/41106; (2013); A1;,
Chiral Catalysts
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