A new synthetic route of 59020-10-9

With the rapid development of chemical substances, we look forward to future research findings about 59020-10-9.

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 59020-10-9, name is 3-(Tributylstannyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 59020-10-9

Example 54 (Sp) -8-(3-Pyridinyl)adenosine-2’O-(tert- butyldimethylsilyl)-3′,5′-cyclic N-phenylphosphoramidate (5j); A mixture of Pd (OAc)2 0.166 mmol) and PPh3 (91mg, 0.348 mmol) in NMP (4 ml) was stirred at 50 C until the solution had turned dark red. A solution of (Sp)-8- bromoadenosine-2’O-(tert-butyldimethylsilyl)-3′,5′-cyclic N-phenylphosphoramidate (4) (0.500 g, 0.83 mmol) in NMP (2 ml) and 3- (tributylstannyl)pyridine g, 1.66 mmol) were added. The reaction mixture was stirred at 110 C for 10 h before the NMP was removed at reduced pressure and the residual material subjected to flash chromatography on silica gel using 7.5% MeOH in CH2Cl2. The product was a white solid contaminated with traces of organotin residues which were removed by dissolution of the the coupling product in CH2Cl2 and reprecipitation by hexane; yield 0.280 g (57%); HRMS (electrospray) : M+H 596.2211. Calc. for C27H34N7O5PSi+H: 596.2201. ¹H NMR (CDC1,, 300 MHz) : No. (CDCl3)-0.16 (3H, s, CH3),-0.15 (3H, s, CH,) , 0.60 (9H, s, C(CH3)3) , 4.30 – 4.43 (lH, m, H-4′), 4.60 – 4.68 (2H, m, OCH,), 5.15 (lH, d, J 5.2 Hz, H-2′), 5.69 (lH, s, H-1′), 5.75 – 5.82 (lH, m, H-3′), 6.37 (2H, bs, NH2), 6.58 (lH, d, J 9.2 Hz, NH), 6.99 – 7.10 (3H, m, 3 x H-Ph), 7.17 – 7.24 (2H, t, J 7.4 Hz, 2 x H-Ph), 7.42 – 7.48 (lH, m, H-pyr), 8.02 – 8.06 (lH, m, H-pyr), 8.37 (lH, s, H-2), 8.76 – 8.79 (lH, m, H-pyr), 8.97 (lH, d, J 1.7 Hz, H-pyr); ¹3C NMR (CDCl3,75 MHz) : 8 -5.5 and -4.8 (2 x CH3) , 18. 0 (Si-C), 25.4 (3 x CH3), 68.9 (d, J 6.8 Hz, OCH,), 71.3 (d, J 4 .5 Hz, CH-4′), 73.3 (d. J 8.8 Hz, CH-2′), 77.5 (d, J 3.8 Hz, CH-3′), 94.2 (CH-1′), 119.4,119.5, 119.6,122.9, 123.5, 125.0,129.1, 129.1,136.8, 138.5,148.1, 149.8,150.3, 151.4,153.5, 155.9.

With the rapid development of chemical substances, we look forward to future research findings about 59020-10-9.

Reference:
Patent; LAURAS AS; COCKBAIN, Julian; WO2005/123755; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem