Day: November 6, 2020

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is [1,1′-Binaphthalene]-2,2′-diamine, and cas is 4488-22-6, its synthesis route is as follows.,4488-22-6

General procedure: To a two-necked round-bottomed flask (50 mL) equipped with a magnetic stir bar, was added biaryldiamine 1 (or 3) (0.1 mmol) under the air. The flask was capped with a rubber septum, evacuated, and refilled with N2 gas for three times. Solvent (10 mL) and 2,6-lutidine (23.5 mg, 0.22 mmol or none) were added to the tube through the septum. To the mixture, was added t-BuOCl (23.8 mg, 0.22 mmol or 43.4 mg, 0.40 mmol) through the septum at the indicated temperature. The resulting solution was stirred for the indicated time (Table 2 in the text) before quenched with aqueous Na2S2O3 solution (1.0 M, 20 mL), and the resulting mixture was extracted with CH2Cl2 (20 mL ¡Á 3). The combined organic extracts were dried over Na2SO4 and concentrated under vacuum to give the crude product. Purification by flash column chromatography on silica gel gave the corresponding 7,8-diaza[5]helicene (for example, compound 2a: 27.2 mg, 97%).

With the complex challenges of chemical substances, we look forward to future research findings about 4488-22-6,belong chiral-catalyst compound

Reference£º
Article; Takeda, Youhei; Okazaki, Masato; Maruoka, Yoshiaki; Minakata, Satoshi; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 9 – 15;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

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%).

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

Reference£º
Article; Civicos, Jose F.; Coimbra, Juliana S. M.; Costa, Paulo R. R.; Synthesis; vol. 49; 17; (2017); p. 3998 – 4006;,
Chiral Catalysts
Chiral catalysts – SlideShare

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: 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(salicylidene)-1,2-cyclohexanediamine (H2salcn) Anal. Calc. for C20H22N2O2: C, 74.51%; H, 6.88%; N, 8.69%; C/N = 8.57. Found: C, 74.59%; H, 7.07%; N, 8.73%; C/N = 8.54. 1H-NMR (CDCl3): delta = 13.29 (bs, 2H), 8.25 (s, 2H), 7.25 (m, 2H), 7.13 (m, 2H), 6.88 (d, J = 8.25 Hz, 2H), 6.78 (t, J = 7.5 Hz, 2H), 3.31 (m, 2H), 1.88 (m, 4H), 1.73 (m, 2H), 1.47 (m, 2H). 1H-NMR (CD2Cl2): delta = 13.21 (bs, 2H), 8.28 (s, 2H), 7.22 (m, 2H), 7.18 (m, 2H), 6.82 (m, 2H), 6.78 (m, 2H), 3.33 (m, 2H), 1.94 (m, 2H), 1.86 (m, 2H), 1.71 (m, 2H), 1.48 (m, 2H). F. Wt. calc./found: 322.4/ESI-MS: m/z 323.3 ([M + 1]+, 100). Yield: 1.47 g, 91%, mp = 120-122 C., 1121-22-8

The synthetic route of 1121-22-8 has been constantly updated, and we look forward to future research findings.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33100-27-5,1,4,7,10,13-Pentaoxacyclopentadecane,as a common compound, the synthetic route is as follows.

EXAMPLE 1 A mixture of 4-hydroxy-4-[3-(naphth-2-ylmethoxy)phenyl]-tetrahydropyran (1.9 g), sodium hydride (0.27 g of a 50percent w/w dispersion in mineral oil), 1,4,7,10,13-pentaoxacyclopentadecane (hereinafter 15-crown-5, 0.2 g) and tetrahydrofuran (10 ml) was stirred at ambient temperature for 15 minutes. Methyl iodide (0.35 ml) was added and the mixture was stirred at ambient temperature for 15 hours. The mixture was evaporated and the residue was partitioned between diethyl ether and water. The organic layer was separated, washed with a saturated aqueous sodium chloride solution, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent. There was thus obtained 4-methoxy-4-[3-(naphth-2-ylmethoxy)phenyl]tetrahydropyran (1.8 g, 94percent), m.p. 66.5¡ã-67.5¡ã C. The 4-hydroxy-4-[3-(naphth-2-ylmethoxy)phenyl]tetrahydropyran starting material was obtained as follows:, 33100-27-5

The synthetic route of 33100-27-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Imperial Chemical Industries PLC; ICI Pharma; US5098930; (1992); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at about -20¡ã 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 about 1 hour. The reaction mixture was then stirred at room temperature for about 1 hour. Then, cyclohexylmethyl amine (0.26 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. The crude material was purified by column chromatography eluding with 96:3:1 methylene chloride:methanol:conc. ammonium hydroxide to yield a white solid 141 (0.400 g, 43.7percent), mp 68-69¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01 M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 8.2 min, 97.1percent purity; MS (ESI): m/z 458 (M+H, 100), 362 (2.8), 230 (85.4).

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; Krishma Reddy, Velagala Venkata Rama Murali; Sesila Sridevi, Bhatlapenumarthy; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209882; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO284,mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

Under the protection of nitrogen, to the reaction tube is sequentially added imidazole salt IPr¡¤HCl (1.1mmol), palladium chloride (1.0mmol), potassium carbonate (2.2mmol), tetrahydrofuran (5.0 ml) and isoquinoline (2.0mmol). The mixture is placed in the oil bath heated reaction (80 C) 12 hours. Stopping the reaction, cooling to room temperature, pressure reducing turns on lathe does solvent, rapid column chromatography separation to obtain a yellow solid product 0.0537g, yield 39%.

With the synthetic route has been constantly updated, we look forward to future research findings about 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,belong chiral-catalyst compound

Reference£º
Patent; Wenzhou University; Shao Lixiong; Lu Jianmei; Liu Feng; (23 pag.)CN106892945; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine, and cas is 1121-22-8, its synthesis route is as follows.,1121-22-8

General procedure: 2.6.2 ;(alphaR,3aR,7aR)-rel-2-(1-hydroxyethyl)-3a,4,5,6,7,7a-Hexahydro-1H-benzimidazole (2); In a typical catalytic reaction, 1.1 mmol of glycerol dissolved in6.0 ml of water were introduced in a Schlenk tube equipped withan argon inlet and deaerated by bubbling argon through a needlefor 15 min. After addition of the catalyst (0.011 mmol) and of thecocatalyst (0.11 mmol), the reaction vessel was closed with a serumcap serumcap and the amine (1.1 mmol) was added by a micro-syringe; thenthe vessel was heated under vigorous stirring to the chosen reactiontemperature in a thermostatted oil bath. After the desired reactiontime, the catalytic reaction was stopped by cooling the Schlenk tubeto r.t. and letting air in under stirring.

1121-22-8 is used more and more widely, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

Reference£º
Article; Crotti, Corrado; Farnetti, Erica; Licen, Sabina; Barbieri, Pierluigi; Pitacco, Giuliana; Journal of Molecular Catalysis A: Chemical; vol. 382; (2014); p. 64 – 70;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO377,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

Example 5 (S)-(-)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-3-propyl-2,5,6-trimethoxybenzamide (Method A) 3-Propyl-2,5,6-trimethoxybenzoic acid (23 g, 0.09 mol) was treated with thionyl chloride and (2S)-(-)-1-ethyl-2-aminomethylpyrrolidine as described in example 4. Yield 10.6 g (32percent). M.p. 68¡ã-70¡ã C. (i-Pr2 O). 1 H-NMR (CDCl3): delta6.73 (s,1H), 6.40 (b,1H), 3.85 (Sx2,6H), 3.76 (s,3H), 0.9-3.8 (m,21H)ppm.

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; Astra Lakemedel Akteibolag; US5240957; (1993); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is (S)-2-(Methoxymethyl)pyrrolidine, and cas is 63126-47-6, its synthesis route is as follows.,63126-47-6

Step 2: (S)-ferf-Butyl 2-(4-((2-(methoxymethyl)pyrrolidin-l-yl)methyl)benzamido)-4-(thiophen- 2-yl)phenylcarbamate (75); [0708] To a solution of chloride 74 (0.30 g, 0.68 mmol) in DCM (7 mL) was added (S)-2- (methoxymethyl)pyrrolidine (86 mg, 0.75 mmol), K2CO3 (0.31 g, 2.24 mmol) and NaI (12 mg, 0.075 mmol). Acetone (3 mL) was added and the reaction mixture was heated to reflux for 3 days then concentrated. The residue was taken up in AcOEt, washed with H2O, brine, dried overMgSO4, filtered and concentrated to give title compound 75 (0.323 g, 91percent yield).[0709] 1H NMR (DMSO-de) delta (ppm): 9.87 (s, IH), 8.72 (s, IH), 7.91 (d, J= 8.4 Hz, 2H),7.80 (d, J= 2.2 Hz, IH), 7.59 (d, J= 8.6 Hz, IH), 7.51 (dd, J= 4.9, 1.0 Hz, IH), 7.49 (dd, J= 8.4,2.3 Hz, IH), 7.45 (d, J= 8.6 Hz, 2H), 7.44 (dd, J= 3.7, 1.0 Hz, IH), 7.11 (dd, J= 12.5 Hz, IH),3.39 (q, J= 5.7 Hz, IH), 2.79 to 2.75 (m, IH), 2.73 to 2.67 (m, IH), 2.15 (q, J= 7.6 Hz, IH), 1.86(dq, J= 11.9, 7.8 Hz, IH), 1.66 to 1.58 (m, IH), 1.54 to 1.46 (m, IH), 1.44 (s, 9H).

With the complex challenges of chemical substances, we look forward to future research findings about 63126-47-6,belong chiral-catalyst compound

Reference£º
Patent; METHYLGENE INC.; WO2007/118137; (2007); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

General procedure: O-(Benzotriazol-1-yl)-N,N,N?,N?-tetramethyluronium hexafluoro phosphate, (HBTU) (1.2 equivalents) was added to a solution of sulindac (1 equivalent), the appropriate amine (1.5 equivalents) and Et3N (2 equivalents) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. Reaction mixture was stirred at room temperature for 1-2 h. Solvent was removed under reduced pressure and the crude product was purified by flash column chromatography (60-200 mesh) to afford amide in excellent yield.

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

Reference£º
Article; Mathew, Bini; Hobrath, Judith V.; Connelly, Michele C.; Kiplin Guy; Reynolds, Robert C.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 20; (2017); p. 4614 – 4621;,
Chiral Catalysts
Chiral catalysts – SlideShare