Category: 10534-59-5

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

To a solution of (2S,5 ?)-7-oxo-6-(sulfooxy)- l,6- diazabicyclo[3.2.1]octane-2-carbohydrazide (3.6 g, 12.8 mmol, prepared as per the reference WO2013030733) in dimethylformamide (18 ml) was added N,N-diisopropylethylamine (6.7 ml) under stirring at 25-30C. The lithium salt of [4-(tertiary-butyl-dimethyl-silanyloxy methyl)-2H- l,2,3-triazol-2-yl]acetic acid (3.5 g, 12.8 mmol , product from preparation 37) was added as solid under stirring followed by EDC.HCl (3.7 g, 19.3 mmol) and HOBT (1.95 g, 12.7 mmol) at 25-30 C. The progress of reaction was monitored by TLC (chloroform: methanol, 9: 1). After complete consumption of starting material a solution of tetrabutyl ammonium acetate (5.8 g, 19.2 mmol) in water (20 ml) was added and stirred for 1 hour. Dimethylformamide was distilled out completely and co-evaporated with xylene (2×25 ml). The concentrated mass thus obtained was poured on to water (36 ml) containing N-methyl morpholine (1 ml) under stirring and extracted with DCM (2×40 ml). The organic extracts were combined and washed with water (1×25 ml), dried over anhydrous sodium sulfate. The volatiles were removed under reduced pressure to get 4.5 g of crude compound which was further purified by column chromatography (100-200 mesh size silica gel) using dichloromethane: methanol as an eluent. Pure fractions were collected and concentrated to yield 1.8 g of tetrabutylammonium salt of (2S,5R)-N’-{ [4-(tertiary-butyl-dimethyl- silanyloxymethyl)-2H- l,2,3-triazol-2-yl]acetyl}-7-oxo-6-(sulfooxy)- l,6-diazabicyclo[3.2.1]octane- 2-carbohydrazide in 14% yield. Analysis: Mass: 534.4 (M- l) as free acid; for Molecular weight: 774 and Molecular formula: C34H66N808SSi.

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

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.10534-59-5,Tetrabutylammonium acetate,as a common compound, the synthetic route is as follows.

To a 3-litre three necked round bottomed flask flushed with dry nitrogen the O- benzyl-chlorolactol methyl acetal (30g) was charged into dry N-methyl pyrollidinone (756mis). Anhydrous tetrabutylammonium acetate (102.57g) was also charged to the solution. The reaction mixture was then heated at 100C for 24 hours. The reaction mixture was sampled at routine intervals and directly analysed by tlc and gc/ms. The black solution was then diluted with water (150mis) and extracted with ethyl acetate (3 x 1500mis). The combined upper organic layer was then washed with water (3 x 1500mls). The aqueous portion showed no product content at this point. The layers were then separated, dried, (Na2SO4) and the solvent removed in vacuo to yield a black flowing oil (31g, 95%) containing a mixture of anomers.’H nmr CDCI31. 4-1.8 (m 4H), 2.0- 2.1 (duplicate s, 3H), 3.4 & 3.5 (s 3H), 3.8 (m 1H), 4.0 (m 1H), 4.1 (m 2H), 4.5 (m, 2H), 4.7-4. 9 (m 1H), 7.2-7. 3 (m, 5H) ; 13C nmr CDCI3 20.8 ; 30-35; 55&56; 57&64; 66&68; 69&72; 70&71; 98&99; 127-128 & 138; 170.5 ; m/z 293,262, 221,203, 156,91 and 43.

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

Reference£º
Patent; AVECIA PHARMACEUTICALS LIMITED; WO2005/92867; (2005); A2;,
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

Example 1 In a round flask, 2 mL of methyl cyanide (acetonitrile) as an organic solvent was introduced, 0.145 g (1 mmol) of 5-chloromethylfurfural (CMF, compound I) was dissolved in the organic solvent, 0.302 g (1 mmol) of tetrabutylammonium acetate was added to the solution, and then the mixed solution was reacted at normal pressure and room temperature for 5 minutes. After the reaction, the reaction product was extracted by the addition of a small amount of water (5 mL) and ethyl acetate (added twice by 20 mL) to obtain an organic layer. The obtained organic layer was concentrated under reduced pressure to obtain light yellow liquid 5-acetoxymethylfurfural (AcHMF, compound II). The yield thereof is 97%. It was ascertained by 1H-NMR that the light yellow liquid is a target material. Analysis data is as follows. AcHMF: 1H NMR (400 MHz, CDCl3) 9.65 (s, 1H), 7.25 (d, J=3.6, 1H), 6.62 (d, J=3.6, 1H), 5.13 (s, 2H), 2.12 (s, 3H)

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

Reference£º
Patent; Kim, Baek Jin; Cho, Jin Ku; Kim, Sangyong; Lee, Do Hoon; Kim, Young Gyu; Kang, Eun-Sil; Hong, Yeon-Woo; Chae, Da Won; US2015/51413; (2015); A1;,
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

General procedure: 1H-NMR spectra were recorded on a DRX 400 (9.4 T, 400.13 MHz) spectrometer (Bruker Espanola S.A., Madrid, Spain) at 300 K. The [Host] values in the range of 1.02 to 1.85 ¡Á 10-3 correspond to a weighted quantity of host in 2 mL of CDCl3 (S33657, deuterium content >99.8%, water content <0.01%, containing silver wire as stabilizer, Merck S.L., Mollet del Valles-Barcelona, Spain). A given quantity of the guest (about 2 ¡Á 10-2 M) was weighed in a 1 mL volumetric flask and host solution was added to reach the graduation mark; in this way we know that the host concentration remains constant. Host and guest were weighted in a AE260-Delta Range scale (error ¡À 0.00005 g, Mettler Toledo, L' Hospitalet de Llobregat-Barcelona, Spain) and eVol XR hand-held automated analytical syringes (500 muL, 50 muL) from SGE Analytical Science (Trajan Scientific Europe Ltd, Crownhill, Milton Keynes, United Kingdom) previously calibrated for CDCl3, were used to perform additions. 1H-NMR titrations were used to quantify Ka values (see Figure 5 for two representative plots). 10534-59-5 Tetrabutylammonium acetate 82707, acatalyst-ligand compound, is more and more widely used in various. Reference£º
Article; Garcia, M. Angeles; Farrn, M. Angeles; Mara, Dolores Santa; Claramunt, Rosa M.; Torralba, M. Carmen; Torres, M. Rosario; Jaime, Carlors; Elguero, Jos; Molecules; vol. 20; 6; (2015); p. 9862 – 9878;,
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 solution of benzyl (2-((((3,5-bis(trifluoromethyl)sulfonyl)oxy)-4,6-di-O- benzoyl-beta-D galactopyranosyl)oxy)ethyl)carbamate (16.9 g, 20.37 mmol) in anhydrous toluene (100 mL), was added a solution of tetra butylammonium acetate (25 g, 82.9 mmol) in a mixture of toluene (150 mL) and DMF (4 mL) was added and the resulting mixture stirred at room temperature overnight. Diluted with of CH2Cl2 (30 mL) and washed with sat. NaCl (2 x 100mL), dried over MgSO4, filtered and evaporated. The residue was purified by silica gel column chromatography (Teledyne Isco : 330g) eluent: 0-50% EtOAc / Hexane (10cv) then 50% EtOAc / Hexane (5cv) to give the title compound (8 g, 60.5%).1H NMR (CDCl3) delta 8.10 (2H, m), 7.98 (2H, dd, J = 8.1 and 1.4 Hz), 7.61 (2H, m), 7.48 (2H, t, J = 7.8 Hz), 7.46 (2H, t, J = 7.7 Hz), 7.37 (4H, m), 7.33 (1H, m), 5.70 (1H, d, J = 3.3 Hz), 5.61 (1H, t, J = 10.0 Hz), 5.29 (1H, dd, J = 10.0 and 3.3 Hz), 5.26 (1H, m), 5.10 (2H, s), 4.79 (1H, s), 4.64 (1H, dd, J = 12.1 and 2.7 Hz), 4.47 (1H, dd, J = 12.1 and 5.8 Hz), 3.94 (2H, m), 3.74 (1H, m), 3.48 (1H, m), 3.37 (1H, m), 2.15 (3H, s), 2.00 (3H, s).

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; FENG, Danqing; GUIDRY, Erin, N.; HUO, Pei; KAARSHOLM, Niels, C.; LIN, Songnian; NARGUND, Ravi, P.; YAN, Lin; (233 pag.)WO2016/164288; (2016); A1;,
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-2: Preparation of tetrabutylammonium salt of (2,S’,5ii)-2-[(6-sulfooxy-7-oxo-l,6- diaza-bicyclo[3.2.1]octane-2-carbonyl)-methyloxycarbamoyl]-(2,S’)-pyrrolidine-l- carboxylic acid tert-butyl ester: A solution of the Benzyl compound (2.1g, mmol) in 1: 1 mixture of DMF: DCM (5ml), was hydrogenated over 10% Pd/C (125mg) over 1 atmosphere of Hydrogen balloon. After stirring for 4 hours the reaction mixture was filtered over celite. The filtrate was concentrated under reduced pressure and the residue obtained was dissolved in fresh DMF (2.5ml) and cooled to 10C.SO3.DMF complex (193mg, 12.6mmol) was added and the reaction mixture was allowed to warm to RT. After stirring RM at RT for 1.5 hours, TBAA (379mg, 12.6mmol) in water (1.25ml) was added to the reaction mixture and stirring continued further for 2hours. The volatiles were removed by high vacuum distillation and the residue co-evaporated with xylene (2X25ml) to remove traces of DMF. The residue obtained was diluted with water (20ml) and extracted with DCM (3X20ml). The combined DCM layer was washed with water (2X20ml). The DCM layer was dried and the solvent evaporated under reduced pressure. The crude residue was triturated with Diethyl ether (3X25ml) to obtain the product as a white solid, 610mg, 82% yield. Analysis: Mass: 463.4 (M-H) for MW-705.96 and M.F- C33H63N509 S. XH NMR: Solvent(CDCl3): 10.2 (s, 1H), 4.35 (s, 1H), 4.14 (s, 1H), 3.91-3.92 (d, 2H), 3.74 (m, 1H), 3.36-3.27 (m, 10H), 2.96-2.88 (dd, 2H), 2.31-2.26 (m, 2H), 2.19-1.98 (m, 2H), 1.95-1.70 (m, 4H), 1.68-1.62 (p, 8H), 1.49-1.40 (m, 17H), 1.02-0.98 (t, 12H) .

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

Reference£º
Patent; WOCKHARDT LIMITED; PATIL, Vijaykumar, Jagdishwar; TADIPARTHI, Ravikumar; DOND, Bharat; KALE, Amol; VELUPILLAI, Loganathan; DEKHANE, Deepak; BIRAJDAR, Satish, Shrimant; SHAIKH, Mohammad, Usman; MAURYA, Sushilkumar; PATEL, Piyush, Ambalal; DIXIT, Prasad; PAWAR, Mangesh; PATEL, Mahesh, Vithalbhai; BHAGWAT, Sachin; WO2014/33560; (2014); 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: Preparation of four different solutions of tetradecavanadates, VxOyALz (A = Cl- or CH3CO2-, L = (C2H5)4N+ or (C4H9)4N+), was carried out according to a modified literature procedure [31]. All chemicals were purchased from Sigma-Aldrich and used as received. Briefly, 1.5 mmol of vanadyl acetylacetonate [VO(acac)2] and 0.6 mmol of either tetraethylammonium chloride [(C2H5)4NCl], tetrabutylammonium chloride [(C4H9)4NCl], tetraethylammonium acetate [(C2H5)4N(CH3CO2)] or tetrabutylammonium acetate [(C4H9)4N(CH3CO2)] were dissolved in 50 mL of acetonitrile. 0.8 mmol of triethyl amine was then added to the initial mixtures while stirring constantly at room temperature. Following 6 h of reaction, an Oakton 10 series pH meter (calibrated using buffers of pH 4, 7 and 10 at room temperature) was used to determine the pH of the resulting brown-colored solutions. The product mixtures were de-solvated under reduced pressure using a VWR1400E vacuum oven. Recrystallization was carried out in approximately 3 mL of N,N-dimethylformamide (N,N-DMF) by heating the solution to the boiling temperature (153 C) for 10 min. Any remaining N,N-DMF was then evaporated in vacuum to obtain pure dry crystals of polyoxovanadates. A small quantity of crystals was dissolved in acetonitrile to prepare concentrated stock solutions. These stock solutions were diluted further by factors of ten or one hundred in acetonitrile prior to analysis by ESI-MS.

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

Reference£º
Article; Johnson, Grant E.; Al Hasan, Naila M.; Laskin, Julia; International Journal of Mass Spectrometry; vol. 354-355; (2013); p. 333 – 341;,
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

General procedure: A solution of H6buea (200 mg, 0.45 mmol) dissolved in 4 mL of anhydrous DMA was treated with solid KH (55 mg, 1.36 mmol) and stirred until gas evolution ceased. Fe(OAc)2 (79 mg, 0.45 mmol) was added to the pale yellow solution, and stirring was continued for 30 min. The resulting amber filtrate was treated with [Bu4N][OAc] (140 mg, 0.45 mmol) and stirred for 2 h, resulting in the precipitation of a white solid (305 mg) that was filtered, washed twice with Et2O, and dried under vacuum. The white solid was stirred in CH3CN for 1 h and filtered to remove KOAc (105 mg, 96%). The light yellow filtrate was concentrated to half its original volume and the slow addition of Et2O resulted in the formation of a white solid, which was then filtered, washed with Et2O, and dried under vacuum to afford 150 mg (47%) of the desired salt. Anal. Calc. for [Bu4N]2[FeIIH3buea]2, C74H156Fe2N16O6: C, 60.14; H, 10.64; N, 15.16. Found: C, 61.19; H, 10.89; N, 15.68%. FTIR (Nujol, cm-1) nu(NH) 3335, nu(CO) 1663, 1592, 1571, 1556.

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

Reference£º
Article; Lacy, David C.; Mukherjee, Jhumpa; Lucas, Robie L.; Day, Victor W.; Borovik; Polyhedron; vol. 52; (2013); p. 261 – 267;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI