Month: October 2020

137848-29-4, (S)-2′-Amino-[1,1′-binaphthalen]-2-ol is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 100 ml single-necked flask, 0.74 g of picolinic acid, 1.43 g of (S)-NOBIN and 25 ml of THF were added, and after stirring at room temperature for 10 minutes to fully dissolve, 1.52 g of dehydrating agent DMTMM was added.Continue to stir at room temperature and track by TLC until the raw NOBIN disappears.Add 20 ml of water, stir for 10 min to separate the aqueous layer and extract three times with ether, 20 ml each time.Combine the organic layers and use 5 ml of saturated sodium bicarbonate solution in order.After washing with saturated saline and a 5% dilute hydrochloric acid solution, it was dried over anhydrous sodium sulfate.The crude product after filtration and concentration under reduced pressure was chromatographed on a 25 g silica gel column to obtain 1.75 g of a white amide solid with a yield of 90%.

137848-29-4, 137848-29-4 (S)-2′-Amino-[1,1′-binaphthalen]-2-ol 3617797, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; Dalian Institute of Chemical Physics; Hu Xiangping; Hu Xinhu; (10 pag.)CN110551036; (2019); A;,
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.170161-27-0,Tri-tert-butyl 1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate,as a common compound, the synthetic route is as follows.

A mixture of terephthalaldehyde (134 mg, 1.0 mmol) and triBoc-cyclam (250 mg, 500 mol) inDCM (10 mL) was stirred at ambient temperature for 2 h and then sodium triacetoxyborohydride (318mg, 1.5 mmol) was added. The mixture was stirred overnight at ambient temperature. The reaction wasquenched with aqueous NaHCO3, the layers were separated and the aqueous layer was extracted withdichloromethane. The combined organic layers were dried over anhydrous sodium sulfate andevaporated. The crude residue was purified by Combi-Flash (silica gel; ethyl acetate in hexanes) to givePKS8204 (198 mg, 64%) as a colorless gum, which turned into a fluffy solid under vacuum., 170161-27-0

As the paragraph descriping shows that 170161-27-0 is playing an increasingly important role.

Reference£º
Article; Amor-Coarasa, Alejandro; Kelly, James M.; Singh, Pradeep K.; Ponnala, Shashikanth; Nikolopoulou, Anastasia; Williams, Clarence; Vedvyas, Yogindra; Jin, Moonsoo M.; David Warren; Babich, John W.; Molecules; vol. 24; 8; (2019);,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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

485-71-2, Cinchonidine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 2 or 3 (0.50 mmol), the corresponding acids RCOOH (0.60 mmol),DCC (0.60 mmol), DMAP (0.1 mmol) in dry dichloromethane (15 mL) was stirred atroom temperature. When the reaction was completed, and checked by TLC, the mixturewas filtered to remove urea from the reaction, and the filtrate was diluted bydichloromethane (45 mL). Subsequently, the diluted organic phase was washed bysaturated aqueous NaHCO3 (30 mL), and brine (30 mL), dried over anhydrousNa2SO4, concentrated in vacuo, and purified by CC to give the pure 9R/S-acyloxyderivatives of cinchonidine and cinchonine 5a-j,l-o and 6a,c,e-o [17-19]. The dataof target compounds are shown as follows.

485-71-2, 485-71-2 Cinchonidine 101744, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Article; Che, Zhi-Ping; Chen, Gen-Qiang; Jiang, Jia; Lin, Xiao-Min; Liu, Sheng-Ming; Sun, Di; Tian, Yue-E; Yang, Jin-Ming; Zhang, Song; Journal of Asian Natural Products Research; (2020);,
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.4045-44-7,1,2,3,4,5-Pentamethylcyclopenta-1,3-diene,as a common compound, the synthetic route is as follows.

Under an argon atmosphere the excess of 1,2,3,4,5-pentamethylcyclopentadiene(19 mL, 0.167 mmol) was added to the suspensionof [(C8H14)2RhCl]2 (30 mg, 0.084 mmol) in C2H4Cl2 (1 ml).The reaction mixture was stirred overnight at room temperature.Then, the excess of NaHCO3 (84 mg, 1.00 mmol) was added and themixture was cooled to 0 C in an ice bath. The solution of bromine(135 mg, 43 mL, 0.84 mmol) in C2H4Cl2 (0.5 ml)was added dropwise.After the addition, the reaction mixture was stirred for another30 min at 0 C. The mixture was then opened to air and filtered, theprecipitate was washed with C2H4Cl2 (4 1 ml) and the combinedsolution was evaporated in vacuum. The precipitate (presumably[Cp*RhBr3]n) was washed with Et2O (32 ml) and dried in vacuum(20 mg, 50%). The obtained precipitate was suspended in hot C2H4Cl2 (3 ml)and ethylene was bubbled through until the complete dissolutionof the precipitate. The mixture was evaporated to dryness in vacuum.The residue was dissolved in CHCl3 (1 ml) and the product 3was precipitated by Et2O (5 ml) as red powder, which was dried invacuum (16 mg, 94%).1H NMR (400 MHz, CDCl3): delta 1.73 (s, 15H). 13C NMR (101 MHz,CDCl3): delta 94.98 (d, JRh-C 8.8 Hz), 10.15. Anal. Calc. forC10H15RhBr2: C 30.18, H 3.80; found: C 30.58, H 3.98., 4045-44-7

As the paragraph descriping shows that 4045-44-7 is playing an increasingly important role.

Reference£º
Article; Pototskiy, Roman A.; Lisov, Alexey A.; Nelyubina, Yulia V.; Perekalin, Dmitry S.; Journal of Organometallic Chemistry; vol. 862; (2018); p. 71 – 75;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

3779-42-8, 3-Bromo-N,N,N-trimethylpropan-1-aminium bromide is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

COMPOUND 36; 5.10,15-tris-[4-(3-Trimethyl-ammoniopropyloxy)-phenyl]-20-(4- tetradecyloxy-phenyl )-porplryrin trichloride; The n-tetradecyloxy-analogue of Compound 2, prepared similarly as described above for Compound 2 but using 1-bromotetradecane in place of 1-bromoundecane, (50 mg, 0.057 mmol) and (l-bromopropyl)- trimethylammonium bromide (210 mg, 0.8 mmol) are dissolved and K2CO3 (230 mg, 1.7 mmol) is suspended in DMF (20 mL). The vigorously stirred mixture is stirred at this temperature for 18 h. After removal of DMF under reduced pressure the residue obtained is dissolved in methanol (5 mL) and filtered through a pad of silica gel (depth 2 cm) supported on a steel frit (diameter 3.5 cm). After washing the pad with methanol (ca. 500 mL) it is eluted with acetic acid:methanol .-water (3 :2:1, by vol.). After evaporation of the solvent from appropriately combined fractions, the residue obtained is purified by chromatography on a column (2.5 x 40 cm) of Sephadex LH-20 eluting with n-butanol:water:acetic acid (4:5:1, by vol., upper phase) for separation from the excess of ammonium salt and other contaminating materials. After elution and removal of the solvent from appropriate fractions, the residue obtained is dissolved in methanol (5 mL) and passed through a short column (3.5 x 20 cm) of anion exchange resin (Amberlite IRA 400, chloride form). Solvent is removed under reduced pressure and the residue obtained is dried under high vacuum to afford the product as a violet solid.1H-NMR: deltaH (300MHz, CD3OD): 0.75 (t, 3J 7.5 Hz, 3 H), 0.95-1.25 (m, 22 H), 1.50-1.65 (bs, 2 H), 2.20-2.40 (bs, 6 H)5 3.05-3.15 (bs, 27 H), 3.45-3.60 (bs, 6 H), 3.60-3.80 (bs, 2 H), 4.05-4.25 (bs, 6 H), 6.80-7.25, 7.65-8.05, (2 x m, 16 H)5 8.45-8.95 (bs, 8 H)., 3779-42-8

3779-42-8 3-Bromo-N,N,N-trimethylpropan-1-aminium bromide 151145, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; DESTINY PHARMA LIMITED; WO2006/765; (2006); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

112881-51-3, 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: [Ru(1)(3)](PF6)2 was prepared according to the literature procedure.[16] Ru(1)Cl3 (0.10 g, 0.19 mmol) and ligand 3 (0.06 g,0.19 mmol) were suspended in ethane-1,2-diol (10 mL) and heated at reflux for 2 h. The red solution was cooled to room temperature and excess aqueous KPF6 was added. The resulting red precipitate was collected on Celite, dissolved in acetonitrile,and purified by column chromatography (SiO2, MeCN/H2O/saturated aqueous KNO3 14 : 1.2 : 0.5). The main red band was collected, excess aqueous KPF6 was added, and the solvent volume reduced to give a fine red precipitate, which was collected on Celite and washed with water (20 mL), ethanol (10 mL), and diethyl ether (20 ml). The residue was dissolved in MeCN and the solvent removed to give [Ru(1)(3)](PF6)2 as a red powder (0.07 g, 0.07 mmol, 36 %).

112881-51-3, As the paragraph descriping shows that 112881-51-3 is playing an increasingly important role.

Reference£º
Article; Iranmanesh, Hasti; Arachchige, Kasun S. A.; Donald, William A.; Kyriacou, Niamh; Shen, Chao; Price, Jason R.; Beves, Jonathon E.; Australian Journal of Chemistry; vol. 70; 5; (2017); p. 529 – 537;,
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.4479-74-7,2,2-Bipyridine-6,6-dicarboxylic Acid,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 2,2?-bipyridine-6,6?-dicarboxylic acid (244 mg,1.0 mmol), Ru(DMSO)4Cl2 (484 mg, 1.0 mmol), and Et3N (0.8ml) in methanol (10 ml) was degassed with N2 and refluxed for 4 h. The solution changed from bright yellow to dark before the appearance of a brown precipitate. After cooling to room temperature, the precipitate was filtered and washed with methanol (10 ml ¡Á 3) and ether (10 ml ¡Á 3) to get a reddish-brown powder. The powder was mixed with an excess of 4,4?-bipyridine in methanol (20 ml) and heated to reflux for 2 h. The solvent was removed and the resulted residue was re-dissolved in dichloromethane, washed with water to remove triethylamine hydrochloride, and dried over MgSO4 under N2. After purification by column chromatography on silica gel with dichloromethane-methanol (20:1 to 1:1, V:V) as eluent, complex1 was obtained as a dark red solid. Yield: 229 mg (35%)., 4479-74-7

The synthetic route of 4479-74-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jiang, Yi; Li, Fei; Huang, Fang; Zhang, Biaobiao; Sun, Licheng; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 34; 8; (2013); p. 1489 – 1495;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

153-94-6, H-D-Trp-OH is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Thionyl chloride (9.87 mmol, 0.72 mL) was added dropwise to a solution of D-tryptophan (1.000 g, 4.89 mmol) in methanol (33 mL). The reaction was heated to reflux with vigorous stirring for 24 h. After cooling, the reaction mixture was concentrated under reduced pressure and residual methanol traces removed by azeotropic distillation with dichloromethane (10 mL) under reduced pressure to give the title compound as a white solid (1.070 g, 86%). [0401] 1H NMR (500 MHz, D2O) delta=7.52 (1H, d, J=7.9, 9-H), 7.46 (1H, d, J=8.1, 12-H), 7.26-7.10 (3H, m, 4, 5, 9-H), 4.37 (1H, t, J=6.0, 2-H), 3.73 (3H, s, beta-H), 3.44-3.31 (2H, m, 4-H). [0402] 13C NMR (126 MHz, D2O) delta=170.4 (2-C), 136.3 (7-C), 126.4 (8-C), 125.4 (6-C), 122.3 (11-CH), 119.6 (10-CH), 118.1 (9-CH), 112.1 (12-CH), 106.0 (5-C), 53.6 (13-CH3), 53.3 (2-CH), 25.7 (4-CH2). [0403] IR (diamond, vMAX, cm-1) 3261 (NH st), 2870 (N+-H st), 2023 (Ar comb), 1748 (C?O st), 1229, 1211 (CO-O st as), 1181 (C-O st as). [0404] Acc. Mass (FAB): C12H15N2O2 Found: 219.1120 m/z Calculated: 219.1128 m/z., 153-94-6

The synthetic route of 153-94-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; The University of Sussex; Viseux, Eddy Michel Elie; Gallop, Christopher; Bobin, Mariusz; US2014/39200; (2014); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

10581-12-1, Tetramethylammonium acetate is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10581-12-1, General procedure: The appropriate ligand (H3LR)(0.18 mmol, R=OMe, Me H, Cl, Br), was deprotonated with 3.1 molar equiv. KH in3mL of DMA in a 25-50-mL round bottom flask. After H2 evolution ceased (?5-10 min), an excess 1.2 eq of Mn(OAc)2 was added along with 1mL of DMA andstirred for 30 min. Then 2.1 equivalents of [Me4N][OAc] were added along with 1mL ofDMA and the reaction was stirred at room temperature overnight. The mixture was filteredthrough a glass fritted funnel to remove insoluble material. The filtrate was layeredunder Et2O and allowed to stand for recrystallization. In most cases a whitecrystalline solid was obtained and isolated by filtration. In some cases, an oily residuewas obtained that through trituration with Et2O and scraping yields a white solid. Ineither case, the solids from DMA/Et2O was then redissolved in acetonitrile and filteredto remove insoluble material. Recrystallization was accomplished by slow vapor diffusionof Et2O into acetonitrile. The solids obtained were washed with diethyl ether anddried under vacuum. See below for characterization data for the remainingMn(II) complexes.

10581-12-1 Tetramethylammonium acetate 82741, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Article; Cannella, Anthony F.; Surendhran, Roshaan; MacMillan, Samantha N.; Gupta, Rupal; Lacy, David C.; Journal of Coordination Chemistry; vol. 72; 8; (2019); p. 1287 – 1297;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI