Tag: M.W:100-200

It is a common heterocyclic compound, the chiral-catalyst compound, trans-Cyclohexane-1,2-diamine, cas is 1121-22-8 its synthesis route is as follows.,1121-22-8

General procedure: Aryl halide (1.0 equiv) and aliphatic diamines/amino alcohol (2.0 equiv) were taken in a 100 ml round bottom flask along with 100-150 mg of the chitosan copper catalyst in CH3CN (15 ml) solvent. The resultant mixture was heated at reflux for 3-6 h. After completion of the reaction (the complete consumption of starting materials was confirmed by TLC) the reaction mixture was extracted with ethylacetate. The separated organic phase was concentrated to get the gummy liquid product 3. The chitosan copper catalyst was collected by simple decanting off the reaction mixture. The recovered catalyst was then washed thoroughly with ethyl acetate 2-3 times,dried under vacuum at 50C and used for another run.

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

Reference£º
Article; Bodhak, Chandan; Kundu, Ashis; Pramanik, Animesh; Tetrahedron Letters; vol. 56; 2; (2015); p. 419 – 424;,
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: C8H14ClNO264,mainly used in chemical industry, 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 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 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; 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
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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: 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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As a common heterocyclic compound, it belong chiral-catalyst compound,(S)-Azetidine-2-carboxylic acid,2133-34-8,Molecular formula: C4H7NO2,mainly used in chemical industry, its synthesis route is as follows.,2133-34-8

To a round bottom flask was added (,S)-azetidine-2-carboxylic acid (63, 51 1 mg, 5.05 mmol) and sodium hydroxide (7.0 mL of IN; 7.08 mmol). The reaction was cooled to 0 C and 3,5-dichlorobenzenesulfonyl chloride (65, 1.36 g, 5.56 mmol) was added followed by N,N- diisopropylethylamine (1.0 mL, 5.81 mmol) and acetone (7 mL) and the reaction was stirred overnight at room temperature. The acetone was evaporated and the aqueous layer extracted with diethyl ether (3 x 50 mL). The aqueous layer was adjusted to pH=l using cone. HC1 and then extracted with ethyl acetate (3 x 75 mL). The ethyl acetate layers were pooled, dried using sodium sulfate, filtered and concentrated in vacuo to give product (,S)-l-((3,5- dichlorophenyl)sulfonyl)azetidine-2-carboxylic acid (67, 1.6 g, 100% yield) as a white solid. LC- MS: tR=2.06 min; m/z=309.8, 31 1.9. 1 NHMR (400 MHz, DMSO-d6) delta ppm 13.08 (br. s., 1 H) 8.06 (t, J=1.83 Hz, 1 H) 7.85 (d, J=1.96 Hz, 2 H) 4.63 (dd, J=9.54, 7.58 Hz, 1 H) 3.67 – 3.88 (m, 2 H) 2.29 – 2.42 (m, 1 H) 2.13 – 2.28 (m, 1 H).

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

Reference£º
Patent; SAINT LOUIS UNIVERSITY; WASHINGTON UNIVERSITY; RUMINSKI, Peter, G.; MEYERS, Marvin, L.; HEIER, Richard, F.; RETTIG, Michael, P.; DIPERSIO, John; (139 pag.)WO2018/85552; (2018); A1;,
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

In a 3 mL screw cap vial containing a magnetic stir bar 5- (benzyloxy) -pent-1-yl)(5- (benzyloxy) -pent-1-yne) (87.1 mg, 0.5 mmol),N-benzylhydroxylamine (67.7 mg, 0.55 mmol),RuCp (PPh3) 2Cl (18.1 mg, 0.025 mmol) and toluene (1.25 mL) were added and the mixture was stirred at a reaction temperature of 100 C for 24 hours.The progress of the reaction was monitored by TLC.After completion of the reaction, the mixture was passed through silica gel to remove the catalyst, and the silica was washed with ethyl acetate. The product solution was concentrated in vacuo and purified by silica gel chromatography.A yield of 22.5 mg (15%) was obtained. To a screw cap vial was added 5- (benzyloxy) -pent-1-yne (87.1 mg, 0.5 mmol)((¡À) -trans-diaminocyclohexane (33 mul, 0.275 mmol), N-hydroxybenzotriazole (74.3 mg, 0.55 mmol)RuCp (PPh3) 2Cl (18.1 mg, 0.025 mmol)And t-butanol (1.25 mL)And the reaction time was changed to 4 hours. The reaction was carried out in the same manner as in Example 1 to synthesize amide. 97 mg (78%) was obtained.

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; Seoul National University Industry-Academic Cooperation Foundation; Lee, Chul Beom; Lee, Dong Gil; Park, Ho Jun; (33 pag.)KR2017/11773; (2017); A;,
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

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 acid (1 equivalent), the appropriate amine (1.5 equivalents) and DIEA (2 equivalents) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. The reaction mixture was stirred at room temperature for 1-2 h. Solvent was evaporated under reduced pressure and the crude product was purified using a Teledyne Isco Combiflash Rf purification machine to provide the desired 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
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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

To a mixture of cyanuric chloride (0.368 g, 2 mmol) inCH3CN atabout-20 C was added3-fluoro-p-anisidine (0.28 g, 2 mmol) inCH3CN followed by the additionof 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 (0.26mL, 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 eluting with 96: 3: 1 methylene chloride: methanol: cone. ammonium hydroxide to yield a white solid 141 (0.400 g, 43.7percent), mp68-69 OC ; HPLC: Inertsil ODS-3V C18, 40: 30: 30[KH2P04(0. 01 M, pH3. 2) :CH30H : CH3CN], 264nm, Rt 8.2 min, 97.1percent purity ; MS (ESI):lnlz 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; REDDY US THERAPEUTICS, INC.; WO2004/26844; (2004); 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: A methanolic solution (10mL) of (¡À)-trans-1,2-diaminocyclohexane (dach) (0.23g, 2.0mmol) in a Schlenk tube, was added dropwise to a methanolic solution (20mL) of salicylaldehyde-imidazolium salt H(iPr)sal(Me2Im+-X-) 3a-c (4.0mmol) into a 100mL Schlenk flask under nitrogen atmosphere. The reaction mixture was stirred under N2 at 60C for 3h. Then the solvent was partially removed under reduced pressure, and the yellow products of 4a-c were precipitated by the addition of ethyl acetate and kept in the refrigerator overnight. Solvent was decanted off and the obtained crude product was sonicated for 15min in Et2O (3¡Á25mL). Et2O was also decanted off and the residual solid was washed intensively with MeOH/Et2O mixture (1:2) to remove unreacted materials and then re-dissolved in MeOH. EtOAc was added slowly (?15min) to precipitate the products as pale yellow-dark orange solids which were collected by filtration and dried under vacuum. Samples of the isolated solids were characterized as follows., 1121-22-8

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

Reference£º
Article; Elshaarawy, Reda F.M.; Kheiralla, Zeinab H.; Rushdy, Abeer A.; Janiak, Christoph; Inorganica Chimica Acta; vol. 421; (2014); p. 110 – 122;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is D-Phenylalanine, and cas is 673-06-3, its synthesis route is as follows.,673-06-3

Synthesis of (R)-phenylalanine[0100] To a solution of D -phenylalanine (1.651 g, 10.0 mmol) in tert-butyl acetate (20 mL) at 0 C, was slowly added HC104 (0.85 mL, 15 mmol). The reaction mixture was stirred at room temperature for 12 h then washed with H20 (25 mL) and 1.0 M HC1 solution (15 mL). The resultant aqueous solution was adjusted to pH 9 by addition of 10 % K2C03 solution, and then extracted with dichloromethane (3 x 10 mL). The combined organic phases were dried with anhydrous Na2S04, filtered and concentrated to give an oil. This was purified by flashchromatography on silica gel, using a grading of ethyl acetate/hexane ((1 :5) to (2:5)), to give Al as a colorless oil; (2.020 g, 89.3%). Spectral data were in accordance with those published. [alpha]?5 : -39.5 (c = 0.33, CHC13); 1H-NMR (300 MHz, CDC13): delta 7.35-7.29 (m, 2H), 7.27-7.22 (m, 3H), 3.63 (dd, J= 6.0, 9.0 Hz, 1H), 3.09-3.02 (m, 1H), 2.89-2.82 (m, 2H), 1.47 (s, 2H), 1.44 (s, 9H); 13C NMR (300 MHz, CDC13): delta 174.34, 137.57, 129.39, 128.41 , 126.65, 81.12, 56.33, 41.29, 28.00; LRMS (ESI): calcd for: Ci3Hi9N02 [M + H]+ = 222.1 , obsd [M + H]+ = 222.1 , [M + Na]+ = 244.1 , obsd [M + Na]+ = 244.1.

With the complex challenges of chemical substances, we look forward to future research findings about 673-06-3,belong chiral-catalyst compound

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; YIN, Hang; CHENG, Kui; WO2012/99785; (2012); A2;,
Chiral Catalysts
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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

A 2-L beaker equipped with a mechanical overhead stirrer was charged with 250 mL of water. L-(+)-Tartaric acid (52.5 g, 0.35 mol) was added with stirring in one portion. The solution was stirredas 114 g (120 mL, 1 mol) of cis- and racemic trans-cyclohexanediamines was carefully added inone portion. A slurry was initially formed but complete dissolution was observed once the additionwas complete. Glacial acetic acid (50 ml) was then added in one portion. The product began toprecipitate during the addition, and continued to precipitate while the reaction mixture was allowedto cool from 90C to 5C, with stirring, over 3 h. The temperature was maintained at 5C for anadditional hour and the product was isolated by filtration. The filter cake was washed with 50 mL ofcold (5C) water followed by 4×50 mL portions of ambient temperature methanol. The product wasdissolved in 500 ml of hot water (100 C). The solvent was filtered from the foam and put into afreezer for recrystallization to give 14.17 g of crystals. Then the foam was dissolved in 500 ml ofhot water (100 C). The solvent was filtered and put into a freezer for recrystallization to give 9.77g of crystals. Total mass of the product was 23.94 g (0.09 mol, 26%). Enantiomeric excess wasdetermined by chiral GC of a trifluoroacetyl derivative. ee>99.9%

With the complex challenges of chemical substances, we look forward to future research findings about 1121-22-8,belong chiral-catalyst compound

Reference£º
Article; Tsygankov, Alexey A.; Chun, Man-Seog; Samoylova, Alexandra D.; Kwon, Seongyeon; Kreschenova, Yuliya M.; Kim, Suhyeon; Shin, Euijin; Oh, Jinho; Strelkova, Tatyana V.; Kolesov, Valerii S.; Zubkov, Fedor I.; Semenov, Sergei E.; Fedyanin, Ivan V.; Chusov, Denis; Synlett; vol. 28; 5; (2017); p. 615 – 619;,
Chiral Catalysts
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