Tag: M.W:300-400

167316-27-0, N-((1S,2S)-2-Amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[RUCL2 (RL6-P-CYMENE)] 2 (0.84g, 1. 37MMOL), ET3N (0.67g, 6. 66MMOL, 0.93mL), and (1S, 2S)-N-P-TOLUENESULFONYL-1, 2-DIPHENYLETHYLENEDIAMINE (L. OG, 2. 72MMOL, 1. 78MOL% based upon ketone) are combined in a 500ML 1N round bottom flask. Isopropanol (25 mL) and Et3N (0.67g, 6. 66MMOL, 0.93mL) is added, a reflux condenser is attached and the mixture is warmed under reflux, and maintained, for 1 hour. Cool to room temperature and concentrate in vacuo (rotovapor followed by vacuum pump) to furnish the catalyst as a brown powdery solid. To the catalyst is added anhydrous DMF (Aldrich Sure Seal, 225mL), followed in order by 2- chloroacetylpyridine (23. 88G, 0. 153MOL) and HCOOH/Et3N (5: 2, Fluka, 55ML). After ca. 2-3 minutes of stirring (room temperature) bubbles (presumed to be CO2) are apparent, emanating from the stirring vortex of the red-black solution. Reaction progress is monitored by reverse phase analytical HPLC, and after 75 minutes of stirring, the starting material had been consumed (95: 5 NAH2PO4/H3PO4 buffered water/CH3CN to 5: 95,17 minutes; retention time of starting chloroketone: 7.39 minutes, retention time of halohydrin 2.66 minutes). Quench the reaction by adding MEOH (25ML), stir 5 minutes and then the DMF, etc is removed in vacuo (cold finger rotovapor, vacuum pump) to give a red-black viscous oil. The crude material is taken up in ET2O/CH2CL2 (4: 1,1. 25L), placed in a 3L separatory funnel, wash with saturated aq. NAHC03 (1. OL), brine (1. OL), and dried (NA2S04). Filtration and concentration in vacuo affords the crude product as a red-orange oil which is purified by chromatography on a column of silica gel (70MM OD, 250g 230-400mesh, packed hexanes; compound applied in CH2CIZ/HEXANES 60: 40; eluted with HEXANES/ET20 (75: 25 2L; 65: 35 2L; 55: 45 2L; 350mL fractions) using the flash technique. Fractions 9-16 are combined to afford 14. 72G (61%) of the target halohydrin as pale yellow solid. Physical Characteristics: MP: 47-48C ; 1H-NMR (400MHZ, CDC13) : 8 = 8.65, 7.92, 7.58, 7.44, 5.13, 4.60, 3.91 ; IR (neat): 3138, 3074,3029, 3014,2974, 2964,2955, 2895,2862, 2848, 2472,2350, 2328,2305, 2261 CM-1 ; Anal. Found: C, 53.23 ; H, 5.12 ; N, 8. 82 ; Specific Rotation LA] D25 =-39 (c 0.94, CH2C12) ; Chiral HPLC Analysis (Chiracel OJ): 98: 2; 96% ee. [RUCL2 (N6-P-CYMENE)] 2 (0. 99G, 1. 61MMOL), Et3N (0.67g, 6. 66MMOL, 0. 93ML), and (1S, 2S)-N-P-TOLUENESULFONYL-1, 2-DIPHENYLETHYLENEDIAMINE (1. 18G, 3. 22MMOL, 2. 10MOL% based upon ketone) are combined in a 500ML 1N round bottom flask. i- PROH (25 mL) and Et3N (0.67g, 6. 66MMOL, 0. 93ML) are added, a reflux condenser is attached and the mixture is warmed under reflux, and maintained, for 1 hour. Cool to room temperature and concentrate in vacuo (rotovapor) to furnish the catalyst as an orange-brown powdery solid. To the catalyst is added anhydrous DMF (Aldrich Sure SEAL , 250mL), followed in order by 2-chloroacetylfuran (22.3g, 0. 154MOL) and HCOOH/Et3N (5: 2, Fluka, 55ML). After ca. 2-3 minutes of stirring (room temperature) bubbles (presumed to be C02) are apparent, emanating from the stirring vortex of the red-black solution. Reaction progress is monitored by reverse phase analytical HPLC, and after 65 minutes of stirring, the starting material had been consumed (95: 5 NAH2PO4/H3PO4 buffered water/CH3CN to 5: 95,17 minutes; retention time of starting chloroketone: 6.70 minutes, retention time of halohydrin 6.35 minutes). Quench the reaction by adding MEOH (25mL), stir 5 minutes and then the reaction mixture is poured into ice-water (1L) and the aqueous phase is saturated with salt. The mixture is transferred to a 2L separatory funnel with ether (500ML), shaken, and the organic phase is removed. The aqueous layer is extracted with ether (3X250mL) and the combined organic layers are wash with saturated aq. NAHC03 (0. 5L), brine (4X250ML), and dried (NA2S04). Filtration and concentration in vacuo affords the crude product as a red-orange oil (22.7g) that is triturated with ETHER/PENTANE (10: 90,4X 100ML). The combined triturates are concentrated in vacuo (take care as the halohydrin is volatile, hence the choice of ether/pentane as triturant and no removal of DMF in vacuo) to furnish the desired halohydrin R-1- (2-FURYL)-2- chloroethanol (16.03g, 71%) in good purity as determined by HPLC AND 1H-NMR. Physical Characteristics : 1H-NMR (400MHZ, CDC13) : 5 = 7.41, 6.32, 4.92, 3. 82, 2.58 ; IR (liq. ) 3373,2475, 2084,2023, 1940,1505, 1226,1151, 1142, 1089, 1068, 1012, 884, 818, 742 CM-1 ; MS (EI) M/Z (rel. intensity) 146 (13), 148 (4), 146 (13), 98 (4), 97 (base), 95 (4), 94 (2), 69 (6), 65 (2), 41 (7), 39 (3); HRMS (EI) found 146.0133 ; Specific Rotation [AD2S] =-18 (c 0.97, methanol); Chiral HPLC Analysis (Chiracel OJ) : 99: 1 ; 98% ee., 167316-27-0

The synthetic route of 167316-27-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85414; (2004); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10534-59-5,Tetrabutylammonium acetate,as a common compound, the synthetic route is as follows.

To a stirred solution of (25,5 ?)-6- hydroxy-A^-(lH-imidazol- l-ylacetyl)-7-oxo- l,6-diazabicyclo[3.2.1]octane-2-carbohydrazide (10.3 g, 33.4 mmol, product obtained in step 4) in dimethylformamide (70 ml) was added dimethylformamide sulfur trioxide complex (6.45 g, 42.1 mmol). The reaction mixture was stirred at 10- 15C. The progress of reaction was monitored by thin layer chromatography using mixture of chloroform and methanol (8:2) as solvent. After completion of the reaction, solution of tetrabutyl ammonium acetate (12.69 g, 42 mmol) in water (43 ml) was added to the reaction mixture under stirring. After complete conversion to tetrabutylammoinum salt, the volatiles were removed under vacuum at 40-45 C. The obtained residue was partitioned in mixture of dichloro methane and water (140 ml + 140 ml). The organic layer was dried over anhydrous sodium sulfate and distilled to get 23 g of crude product. The crude product was purified by column chromatography using 100-200 mesh silica gel using mixture of chloroform and methanol as an eluent. The pure fractions were collected and were concentrated to obtain 12 g of tetrabutyl ammonium salt of (2S,5R)-iV-(lH- imidazol- l-ylacetyl)-7-oxo-6-(sulfooxy)- l,6-diazabicyclo[3.2.1]octane-2-carbohydrazide in 54.15% yield, 10534-59-5

As the paragraph descriping shows that 10534-59-5 is playing an increasingly important role.

Reference£º
Patent; WOCKHARDT LIMITED; TADIPARTHI, Ravikumar; PATIL, Vijaykumar Jagdishwar; DEKHANE, Deepak; SHAIKH, Mohammad Usman; BIRAJDAR, Satish; DOND, Bharat; PATEL, Mahesh Vithalbhai; (100 pag.)WO2017/81615; (2017); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1662-01-7,4,7-Diphenyl-1,10-phenanthroline,as a common compound, the synthetic route is as follows.

General procedure: In a three-neck round bottom flask, dibenzoylmethane (0.673 g, 3 mmol)and phen (0.198 g, 1 mmol) were dissolved in hot methanol (20 mL). To the solution mixture, 3 mL o fsodium hydroxide (0.1 M) was added. The temperature of the reaction mixture was maintained at 50-60C in which then Sm(NO3)3¡¤6H2O (0.445 g, 1 mmol) in methanol (20 mL) was added dropwise with stirring for 30 min. After two hours, the reaction mixture was cooled to room temperature and the resulting precipitate was filtered using vacuum filtration, washed with distilled water and cold ethanol. The product was air dried overnight. Yield: 0.252 g, 40%., 1662-01-7

The synthetic route of 1662-01-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Saleh, Muhammad Idiris; Choo, Min Yee; Chan, Tai Wei; Razali, Mohd R; Journal of Chemical Sciences; vol. 127; 12; (2015); p. 2241 – 2249;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1067-33-0,Dibutyltin diacetate,as a common compound, the synthetic route is as follows.

[Example 11] 289 g of di-n-butyl tin diacetate and 1024 g of bis(2-ethylbutyl) carbonate were placed in a 2 L volumetric eggplant-shaped flask in a nitrogen atmosphere at atmospheric pressure, and the flask was attached to a rotary evaporator to which was connected an oil bath equipped with a temperature controller, a vacuum pump and a vacuum controller. The purge valve outlet of the rotary evaporator was connected to a line containing nitrogen gas flowing at atmospheric pressure. After replacing the inside of the system with nitrogen, the temperature of the oil bath was set to 280C, the flask was immersed in the oil bath and rotation of the rotary evaporator was started. A low boiling point component was distilled off for about 7 hours in the presence of nitrogen at atmospheric pressure with the purge valve of the rotary evaporator left open, after which the pressure in the system was gradually reduced, and residual low boiling point component was distilled off with the pressure inside the system at 76 to 10 kPa. When the low boiling point component fraction no longer appeared, the flask was removed from the oil bath and allowed to cool. 365 g of residual liquid were obtained in the flask. Based on the results of 1H- , 13C- and 119Sn-NMR analyses, the residual liquid in the flask was a solution containing 79.7% by weight of di-n-butyl-bis(2-ethylbutyloxy) tin and 7.6% by weight of tri-n-butyl-(2-ethylbutyloxy) tin. On the other hand, 888 g of low boiling point component were recovered. When analyzed by gas chromatography, the low boiling point component contained about 25.2% by weight of (2-ethylbutyl) acetate., 1067-33-0

The synthetic route of 1067-33-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Asahi Kasei Chemicals Corporation; EP2226328; (2010); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10534-59-5,Tetrabutylammonium acetate,as a common compound, the synthetic route is as follows.

General procedure: The solution of a receptor (~10-3 M) was titrated in NMR tube with the 0.1-0.3 M solution of arespective TBA salt. The solution of the salt contained a certain amount of the receptor to keep receptorconcentration constant during titration experiments. It was important to choose such volumes ofaliquots so that most of the data points could occur in close proximity of the inflection point of therespective titration curve; 11 to 23 data points were recorded. Such procedure allows for more precisecalculation of binding constants. A nonlinear curve fitting for the 1:1 binding model was carried outwith the HypNMR2008 Software [26-28] (Version 4.0.71) and allows the determination of the globalassociation constant. The details are given in ESI Figures S27-S65 and Tables S1-S38., 10534-59-5

The synthetic route of 10534-59-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Tyszka-Gumkowska, Agata; Pikus, Grzegorz; Jurczak, Janusz; Molecules; vol. 24; 14; (2019);,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112881-51-3,4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine,as a common compound, the synthetic route is as follows.

The ligand Ptpy (pyridine terpyridine) was synthesised according to known procedures which involve the Kronke pyridine synthesis. A warm methanolic solution of Ptpy (0.310 g, 1 mM) was added to a MeOH solution of CuCl2¡¤2H2O (0.171 g, 1 mM) and kept for stirring for 3 h. A green precipitate was obtained in quantitative yield. After filtration the green precipitate was dissolved in methanol: acetonitrile (1:1) solution and heated to boil and kept aside for crystallization. Needle shaped crystals suitable for X-ray diffraction was obtained. Yield 86%. Elemental analysis data for C20H17Cl3CuN4O[Cu(Ptpy)(Cl)2]¡¤H2O¡¤Cl, calcd (%): C 48.11, H 3.43, N 11.22; found (%) C 47.93, H 3.32, N 11.16. ESI-MS m/z, found: 408.13(100%); calcd: [Cu63(Ptpy)(Cl)+] 408.76., 112881-51-3

112881-51-3 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine 11438308, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Article; Manikandamathavan, Verasuntharam M.; Rajapandian, Varatharaj; Freddy, Allen J.; Weyhermueller, Thomas; Subramanian, Venkatesan; Nair, Balachandran Unni; European Journal of Medicinal Chemistry; vol. 57; (2012); p. 449 – 458;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

10534-59-5, Tetrabutylammonium acetate is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3: Synthesis of tetrabutyl ammonium salt of (25)-pyrrolidin-2-yl-methyl {[(25, 5 f)-7- oxo-6-(sulfooxy)-l,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}carbamate: To a stirred solution of (25)-pyrrolidin-2-yl- methyl { [(25, 5R)-7-oxo-6-(hydroxy)-l,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl} carbamate (0.984 g, 0.002 mol) in dimethylformamide (10 ml) was added dimethylformamide sulfur trioxide complex (0.548 g, 0.0035 mol) in one portion under stirring at 10C. The reaction mass was stirred at the same temperature for 30 minutes and allowed to warm to room temperature. After 1 hour, a solution of tetrabutylammonium acetate (1.05 g, 0.0035 mol) in dicholoromethane (2 ml) was added to the reaction mixture under continuous stirring. After 1 hour of stirring the solvent from the reaction mixture was evaporated under reduced pressure to obtain an oily residue. The oily mass was co-evaporated with xylene (2×10 ml) to obtain thick mass. This mass was partitioned between dichloromethane (10 ml) and water (10 ml). The combined organic extracts were washed with water (3×10 ml) and dried over anhydrous sodium sulfate.The solvent was evaporated under reduced pressure and the resulting oily mass was triturated with ether (3×10 ml), each time the ether layer was decanted and finally the residue was concentrated under reduced pressure to obtain 1.2 g of the titled product as white foam in 80% yield., 10534-59-5

10534-59-5 Tetrabutylammonium acetate 82707, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; WOCKHARDT LIMITED; TADIPARTHI, Ravikumar; PATIL, Vijaykumar Jagdishwar; KALE, Amol; SHAIKH, Mohammad Usman; PATEL, Mahesh Vithalbhai; (65 pag.)WO2016/116788; (2016); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.100125-12-0,3,8-Dibromo-1,10-phenanthroline,as a common compound, the synthetic route is as follows.

General procedure: A mixture of stoichiometric amounts of sodium tetrafluoroborate (0.110 g, 1.0 mmol) in 10 cm3 water and 3-bromo-phen (0.259 g, 1.0 mmol) in 40 cm3 ethanol was refluxed for 2 h. The mixture was cooled to room temperature and concentrated to nearly dry using a rotatory evaporator, and then the resulting precipitate 2 was filtered and washed by diethyl ether and dried in a vacuum. Yield: 0.28 g (75.9%).

100125-12-0, As the paragraph descriping shows that 100125-12-0 is playing an increasingly important role.

Reference£º
Article; Qian, Hui-Fen; Liu, Yuan; Tao, Tao; Gu, Ke-Hua; Yin, Gui; Huang, Wei; Inorganica Chimica Acta; vol. 405; (2013); p. 1 – 8;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

1662-01-7, 4,7-Diphenyl-1,10-phenanthroline is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionate)mono(bathophenanthroline) praseodymium(III), [Pr(fod)3(bath)] or complex 3, was obtained by mixing of equimolar quantities tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionate)praseodymium(III) (1.026g, 1mmol) and bathophenanthroline [4,7-diphenyl-1,10-phenanthroline 97%, CAS No. 1662-01-7, Sigma-Aldrich] (0.332g, 1mmol) in methanol. The mixture was heated to 75C and stirred overnight, then washed with dioxane, and finally dried in vacuum to give the product in 86% yield (based in Pr). Crystals suitable for X-ray analysis were obtained by slow evaporation of a methanol-dioxane solution at room temperature (RT).

1662-01-7, As the paragraph descriping shows that 1662-01-7 is playing an increasingly important role.

Reference£º
Article; Pereira; Costa; Feldl; Maria; Seixas de Melo; Martin-Ramos; Martin-Gil; Ramos Silva; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 172; (2017); p. 25 – 33;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

56-54-2,56-54-2, (S)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The alkaloid (12.3 mmol, 1 eq.) and the appropriate substituted benzylic halide derivative(12.3 mmol, 1 eq.) were dissolved in THF (40 mL) with addition of a trace of NaI. The mixture washeated to reflux overnight and then cooled and stirred at ambient temperature for 1 h. In most cases theproduct precipitated as an off-white solid, but where this was not the case and the mixture containedonly a small amount of solid or no solid at all, then diethyl ether (20 mL) was added dropwise.The solid was removed via filtration and washed with THF (50 mL) or ether:THF, (1:1, v/v, 50 mL)and was dried under reduced pressure at 40 C. Where the solid formed was not a fine powder it was then taken up in DCM and this solution was then added dropwise to rapidly stirring ether (100 mL).This usually gives a finely divided solid that could be filtered and dried. (Note: The cinchonine derivedPTCs are usually very insoluble. The quinidine derived PTCs are often completely soluble at the endof the reaction.) The di(t-butyl)benzyl PTC was prepared according to the standard procedure aboveand was filtered directly from the reaction mixture.

As the paragraph descriping shows that 56-54-2 is playing an increasingly important role.

Reference£º
Article; Zhang, Tao; Scalabrino, Gaia; Frankish, Neil; Sheridan, Helen; Molecules; vol. 23; 7; (2018);,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI