Tag: M.W:100-200

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

General procedure: L-Phenylalanine (1.5 g, 9.08 mmol, 1eq.) was suspended in 30 mL of NaOH (0.39 g, 9.98 mmol, 1.1 eq.) solution and the reaction mixture was diluted with tert-butanol. To this, di-tert-butyl pyrocarbonate (2.63 mL, 10.89 mmol, 1.2 eq) was added drop-wise with constant stirring. Reaction mixture was stirred at room temperature for overnight. Next day the reaction mixture was extracted with pentane and the organic phase is extracted with saturated NaHCO3 solution (315 mL). The combined aqueous layer was acidified to pH 2 with 1N HCl solution. The acidified layer was extracted with ethyl acetate (3×25 mL) and washed with brine solution (2×15 mL). The organic layer was dried over anhydrous sodium sulphate and concentrated to give the product (2.1 g, 87.5 % yield)

673-06-3 is used more and more widely, we look forward to future research findings about D-Phenylalanine

Reference£º
Article; Kumar, Vikas; Krishna, K. Vijaya; Khanna, Shruti; Joshi, Khashti Ballabh; Tetrahedron; vol. 72; 35; (2016); p. 5369 – 5376;,
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.

A 10 mL sample solution containing 1.0 mg/L of trans-cyclohexane-1,2-diamine was placed in a centrifuge tube with narrow neck (~4 mm i.d.), which was specially designed for ease of removing the supernatant phase. A mixture of 1 mL disperser solvent and 300 muL extracting solvent with 2 mmol L-1 of chiral selector was rapidly injected into the sample solution using a 5.0 mL syringe, and mixed by vortex mixer at 500 rpm stirring rate for 20 min, so that a cloudy solution was formed. The cloudy solution was centrifuged for 5 min at 3500 rpm, and the extraction product (supernatant phase) was collected in the neck of the tube. Finally, this supernatant phase was derivatized and injected into the HPLC. All of the experiments were carried out in triplicate and the average of the result was reported.

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

Reference£º
Article; Hashemi, Majid; Hadjmohammadi, Mohammad Reza; Tetrahedron Asymmetry; vol. 28; 3; (2017); p. 454 – 459;,
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: C8H14ClNO136,mainly used in chemical industry, its synthesis route is as follows.,63126-47-6

1-Tert-Butyl-5- (4-methyl-benzoylamino)-1 H-pyrazolo [3,4-d] thiazole-3- carboxylic acid (50 mg, 0.14 mmoles) was dissolved in 10 ml of anhydrous tetrahydrofuran. Then, 1-hydroxybenzotriazole (23 mg, 0. 168 mmoles) was added followed by addition of N- cyclohexylcarbodiimide N’-methyl polystyrene (155 mg, 0.28 mmoles, loading: 1.8 mmoles/g) and S-2-methoxymethyl pyrrolidine (22 mg, 0.14 mmoles). The mixture was heated at 50¡ãC for overnight. Polymer supported triamine (100 mg, 0.417 mmoles, loading: 4.17 mmoles/g) was added and shaken for 4 hours at 50¡ãC. The resin was filtered off and washed with tetrahydrofuran (2 x 5ml). The filtrate was evaporated in vacuo to give crude product, which was purified by preparative HPLC using MeOH/H2O/TFA solvent system. The combined pure fractions were evaporated in vacuo and further dried on lyophilizer (yield: 36percent, LC: Method A, RT = 4.020 min, MS: M+1 = 456).

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

Reference£º
Patent; LEXICON GENETICS, INC; WO2005/95420; (2005); 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

EXAMPLE 2 A mixture of (S)-2-(aminomethyl)-1-ethylpyrrolidine (143 g) and methyl 2-methoxy-5-sulfamoylbenzoate (260 g) in n-butanol (1040 ml) was refluxed for 20 hours, then cooled to room temperature and extracted with a solution of concentrated hydrochloric acid (115 g) in water (1040 ml). The aqueous phase was then alkalinized with concentrated ammonia (about 95 g) and the resulting product was filtered and dried, to obtain 277 g of Levosulpiride (75percent molar yield) that, if desired, can be recrystallized from alcohols such as methanol or ethanol.

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; BERTOLINI, Giorgio; BOGOGNA, Luigi; PREGNOLATO, Massimo; TERRENI, Marco; VELARDI, Francesco; US2007/105201; (2007); 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 solution of the corresponding sulfonyl chloride (26.0 mmol)in 26 mL of dichloromethane at 0 C, was added rapidly propane-1,3-diamine or (rac)-cyclohexane-1,2-diamine (10 eq., 3 M). Themixturewas allowed to reach roomtemperature andwas stirred during10 h. The crude mixture was filtered and the obtained oil was concentratedunder reduced pressure. Then, 10 mL of ice-water were addedto the concentrated mixture and a solid appeared which was filtrated and washed with cool water and dried under vacuum for 12 h., 1121-22-8

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

Reference£º
Article; Del Solar, Virginia; Quinones-Lombrana, Adolfo; Cabrera, Silvia; Padron, Jose M.; Rios-Luci, Carla; Alvarez-Valdes, Amparo; Navarro-Ranninger, Carmen; Aleman, Jose; Journal of Inorganic Biochemistry; vol. 127; (2013); p. 128 – 140;,
Chiral Catalysts
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As a common heterocyclic compound, it belong chiral-catalyst compound,(S)-2-(Methoxymethyl)pyrrolidine,63126-47-6,Molecular formula: C6H13NO,mainly used in chemical industry, its synthesis route is as follows.,63126-47-6

Cyanuric chloride (11.07 g, 60 mmol) was dissolved in 40 mL CH3CN and was cooled to about -20¡ã C. To this was added DIEA (11.5 mL, 60 mmol) followed by 3-fluoro-4-methoxyaninline (8.47 g, 60 mmol) in 20 mL CH3CN (reaction froze). The reaction was allowed to warm to room temperature after about 1 hour at -20¡ã C. TLC (2percent CH3OH/CH2Cl2) and mass spectroscopy indicated the presence of the compound 124. The reaction mixture was cooled to about 0¡ã C. before adding DIEA (11.5 mL, 66 mmol). 2-Aminomethyl-1-ethylpyrrolidine (7.77 g, 60 mmol) in CH3CN (10 mL) was added. The reaction was allowed to warm to rt and stirred overnight. Then DIEA (11.5 mL, 66 mmol) and S-(+)-2-methoxyethylpyrrolidine (6.91 g, 60 mmol) in 20 mL 1,4-dioxane were added. The reaction was heated at about 50¡ã C. overnight. The solvent was removed in vacuo, and the resulting residue was purified by flash chromatography on silica gel packed in ethyl acetate. The front running impurities were removed and subsequently the eluent was increased in polarity to 10percent CH3OH:ethyl acetate. The material collected from the column was then dissolved in water and extracted in CH2Cl2 (4 times), dried over MgSO4, and concentrated to dryness to give a brown solid 145 (9.7 g, 27.6percent yield), 71-72¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 5.37 min, 90.3percent purity; 1H NMR (600 MHz, CDCl3, 55¡ã C.) delta 7.69 (s, 1H), 7.08 (d, J=7.8 Hz, 1H), 6.86 (t, J=9 Hz, 1H), 4.29 (s, 1H), 3.90-3.96 (m, 1H), 3.84 (s, 3H), 3.63-3.81 (m, 6H), 3.35 (s, 3H), 3.23-3.25 (m, 1H), 2.85 (broad s, 1H), 2.78 (broad s 1H), 2.14 (broad s, 2H), 1.89-2.04 (m, 6H), 1.37 (apparent t, J=7.2 Hz, 3H); 13C NMR (150.8 MHz, CDCl3, 55¡ã C.) delta 165.8, 163.8 (2C), 152.3 (d, Jc-f=243.5 Hz), 143.0 (142.9, rotamer or diastereumer), 133.7 (133.67, rotamer or diastereomer), 115.0, 114.4, 109.1 (108.9, rotamer or diastereomer), 72.8, 66.6, 59.0, 57.0, 56.6, 53.7, 51.0, 46.8, 42.2, 28.4 (28.2, rotamer or diastereomer), 23.1 (23.0, rotamer or diastereomer), 10.9; MS (ESI) m/z 460.2 (M+H, 44.7), 251.1 (47.7), 235.1 (27.5), 231.1 (37.4), 230.6 (100), 214.6 (36.5).

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

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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As a common heterocyclic compound, it belong chiral-catalyst compound,D-Phenylalanine,673-06-3,Molecular formula: C9H11NO2,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

(R)-phenylalanine (4.2 g, 25 mmol) was sequentially added to the dry reaction flask.Water (30mL),1,4-dioxane(30mL) andSodium bicarbonate (5.1 g, 61 mmol),After the mixture was stirred for 10 minutes,Add (Boc) 2O (10.1g,45.8mmol),The resulting mixture was stirred at room temperature for 24 h.After the reaction, the solvent was distilled off under reduced pressure, the resulting residue was washed with water (20mL) and EtOAc (100mL) was diluted with 1M HCl and then adjusted to pH 6-7, was allowed to stand, and the organic layer was washed with water and saturated brine, dried over anhydrous sulfate Dry the sodium, filter, and distill off the solvent under reduced pressure.The title compound was obtained as a colorless oil (6.0 g, 91%)

With the synthetic route has been constantly updated, we look forward to future research findings about D-Phenylalanine,belong chiral-catalyst compound

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Xinchang; Ren Qingyun; Yan Guanghua; S ¡¤geerdeman; Zhang Yingjun; (200 pag.)CN109678859; (2019); A;,
Chiral Catalysts
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trans-Cyclohexane-1,2-diamine, cas is 1121-22-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,1121-22-8

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 is used more and more widely, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

Reference£º
Patent; Xerox Corporation; US2006/122415; (2006); 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.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

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, cooling to room temperature, pouring into water, dichloromethane extraction organic phase, anhydrous magnesium sulfate drying, extraction solvent to light yellow viscous liquid. Add 30 mL of absolute ethanol,0.6 g of paraformaldehyde, 3.30 g of 2,4-dicumylphenol, and heated under reflux for 12 hours.The crude product was chromatographed on silica gel to give a pale brown liquid L3 (3.41 g, 60.9percent)., 22795-99-9

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

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 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

General procedure: Aldehyde (2.2 mmol, salicylaldehyde or 4-methoxysalicylaldehyde, 4-diethylamino-2-hydroxy benzaldehyde or 2,4-dihydroxybenzaldehyde) was dissolved in ethanol (30 ml) and stirred at room temperature. To this solution, either ethylene diamine (1 mmol) or trans-1,2-diaminocyclohexane (1 mmol) was added drop-wise under stirring. The immediate appearance of yellow colour indicates the formation of Schiff bases. The solution was allowed to stir for another 6 h at room temperature that produced yellow to light yellow coloured precipitates. The formed precipitate was filtered off, washed with ethanol and dried under vacuum.

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

Reference£º
Article; Hariharan; Anthony, Savarimuthu Philip; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 136; PC; (2015); p. 1658 – 1665;,
Chiral Catalysts
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