Category: 1151989-04-6

Reference of 1151989-04-6 ,Some common heterocyclic compound, 1151989-04-6, molecular formula is C19H14N2O5S2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Synthesis of Compound 11:Aleclon hemifumarate (121 mg, 0.22 mmol, 1 eq) at room temperature in the darkDissolved in dry dimethylformamide (4 mL),Triethylamine (34 mg, 46 muL, 0.33 mmol, 1.5 eq) was added slowlyStir for half an hour,Compound 8 (95 mg, 0.23 mmol, 1.05 eq) and then slowly addedTrace of 4-dimethylaminopyridine in dimethylformamide(2mL) solution,The mixture was stirred at room temperature under an argon atmosphere overnight. The solvent is removed under reduced pressure and subjected to rapid preparative column chromatography.One-step purification (methanol: methylene chloride, 1/50 to 1/10 v/v) afforded white solid (yield: 67 mg, 37%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1151989-04-6, its application will become more common.

Reference:
Patent; Fudan University; Sun Tao; Jiang Chen; (22 pag.)CN109846824; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1151989-04-6, name is 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1151989-04-6

To a stirred solution of 2-[4-(methylaminomethyl)phenyl]-3,l0- diazatricyclo[6.4.1.04,13] trideca-l,4(l3),5,7-tetraen-9-one;phosphoric acid (1.00 g, 3.09 mmol) in THF (20 mL) under N2 was added TEA (1.40 mL, 3.04 mmol), HOBt (0.21 g, 1.50 mmol) and 4-nitrophenyl (4-(pyridin-2-yldisulfaneyl)benzyl) carbonate (1.40 g, 3.40 mmol). The mixture was stirred under N2 for 16 h at room temperature. The reaction mixture was concentrated and the crude purified by flash chromatography (S1O2, 0-5% MeOH/CTBCh to afford [4-(2-pyridyldisulfanyl)phenyl]methyl N-[[4-(6-fluoro-9-oxo-3,l0- diazatricyclo[6.4.1.04,13] trideca-l,4,6,8(l3)-tetraen-2-yl)phenyl]methyl]-N-methyl- carbamate as a colourless solid (1.13 g, 59% yield). MS m/z 599.0 (M+H)+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1151989-04-6, 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate.

Reference:
Patent; CYBREXA, INC.; VOLKMANN, Robert A.; MARSHALL, Daniel Richard; CSENGERY, Johanna Marie; KING, Dalton; (206 pag.)WO2019/136298; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1151989-04-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1151989-04-6, name is 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of compound 8.; A solution of the disulfide 4 (see Senter, P. D.; Pearce, W. E.; Greenfield, R. S. /. Org Chem. 1990, 55, 2975-2978) (7 mg, 28 mumol) in dry dichloromethane (2 mL) was added to a stirred solution of bis(4-nitrophenyl) carbonate (12.8 mg, 42 mumol) and 4-(dimethylamino) pyridine (10.3 mg, 84 mumol) in dry dichloromethane (2 mL). After being stirred at room temperature for 12 h, paclitaxel (47.8 mg, 56 mumol) was added. The reaction mixture was allowed to stir at room temperature for another 12 h (see Fardis, M.; Pyun, H.-J.; Tario, J.; Jin, H.; Kim, C. U.; Ruckman, J.; Lin, Y.; Green, L.; Hicke, B. Bioorg. Med. Chem. 2003, 11, 5051-5058; Liu, C; Schilling, J. K.; Ravindra, R.; Bane, S.; Kingston, D. G. I. Bioorg. Med. Chem. 2004, 12, 6147-6161.) Workup as described above and purification by preparative TLC (30% EtOAc/hexanes) afforded compound 8 (25.3 mg, 80%): 1H NMR (CDCl3). delta 8.48 (IH, d, / = 4.6 Hz), 8.13 (2H, d, J = 8.0 Hz), 7.71 (2H, d, / = 8.3 Hz), 7.25-7.65 (17H, m), 7.13 (IH, br dd, / = 5.1, 3.3 Hz), 6.88 (IH, d, J = 9.2 Hz), 6.29 (2H, br s), 5.97 (IH, br d, / = 9.2 Hz), 5.68 (IH, d, / = 7.0 Hz), 5.42 (IH, br s), 5.13 (IH, d, / = 12.3 Hz), 5.09 (IH, d, / = 12.3 Hz), 4.97 (IH, d, / = 9.4 Hz), 4.43 (IH, dd, J = 10.6, 6.9 Hz), 4.31 (IH, d, / = 8.5 Hz), 4.20 (IH, d, / = 8.5 Hz), 3.80 (IH, d, J = 7.0 Hz), 2.56 (IH, m), 2.44 (3H, s), 2.39 (IH, dd, J = 15.4, 9.4 Hz), 2.23 (3H, s), 2.19 (IH, dd, J = 15.4, 8.7 Hz), 1.91 (3H, s), 1.88 (IH, m), 1.68 (3H, s), 1.25 (3H, s), 1.13 (3H, s); 13C NMR (CDCl3) delta 203.8, 171.3, 169.8, 167.8, 167.1, 167.1, 159.2,154.0, 149.6, 142.6, 137.4, 136.6, 133.6, 133.4, 133.4, 132.8, 132.1, 130.2, 129.1, 129.1,129.1, 128.7, 128.7, 128.5, 127.4, 127.1, 126.5, 121.1, 119.8, 84.4, 81.1, 79.2, 77.2, 76.9, 76.4, 75.6, 75.1, 72.1, 72.1, 70.0, 58.5, 52.7, 45.6, 43.2, 35.6, 35.6, 26.8, 22.7, 22.2, 20.8, 14.8, 9.6; HRFABMS m/z 1129.3433 [M + H+] (calcd for C60H6IN2Oi6S2, 1129.3463).

According to the analysis of related databases, 1151989-04-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIRGINIA TECH INTELLECTUAL PROPERTIES, INC.; WO2009/62138; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1151989-04-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1151989-04-6, name is 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate. A new synthetic method of this compound is introduced below.

Synthesis of Compound 9:Doxorubicin hydrochloride in the dark at room temperature (DOX·HCl, 127 mg, 0.22 mmol, 1 eq)Dissolved into dry dimethylformamide (4 mL),Triethylamine (34 mg, 46 muL, 0.33 mmol, 1.5 eq) was added slowly.The reaction solution was stirred at room temperature for 0.5 hour.Compound 8 (95 mg, 0.23 mmol, 1.05 eq) was added slowly,A solution of traces of 4-dimethylaminopyridine in dimethylformamide (2 mL).The reaction was carried out in the dark at room temperature and poured directly into water. The precipitated solid was filtered, washed with purified water and dried under vacuum.The crude product was further purified by rapid preparative column chromatography (methanol: dichloromethane, 1:50 to 1:10 v/v)Obtained as a dark red solid (61 mg, 34%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1151989-04-6, its application will become more common.

Reference:
Patent; Fudan University; Sun Tao; Jiang Chen; (22 pag.)CN109846824; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem