Electric Literature of 874302-76-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.874302-76-8, name is 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate, molecular formula is C14H12N2O5S2, molecular weight is 352.39, as common compound, the synthetic route is as follows.
To a solution of compound 2 (10 mg, 0.028 mmol) and doxorubicin hydrochloride (12 mg, 0.020 mmol) in DMF (1 mL) under N2, DIPEA (8 jiL, 0.028 mmol) is added at room temperature and stirred for 16 h. Then, the solvent is evaporated and the residue is purified by flash chromatography (eluent: CH2C12/MeOH 20:1) to obtain compound 3(Figure 3) as red solid in 90% yield; 1H NMR (500 MHz, CDC13) oe 13.94 (s, 1H), 13.18(s, 1H), 8.40 (d, J= 3.8 Hz, 1H), 8.00 (d, J 7.6 Hz, 1H), 7.76 (t, J 8.0 Hz, 1H), 7.70(d, J 7.5 Hz, 1H), 7.63 (t, J 7.4 Hz, 1H), 7.37 (d, J= 8.5 Hz, 1H), 7.07 (t, J= 1H),5.50 b(s, 1H), 5.26 (dd, J= 3.7, 2.0 Hz, 1H), 5.15 (d, J= 8.8 Hz, 1H), 4.74 b(s, J 21.4Hz, 2H), 4.56 (bs, 1H), 4.42 – 4.34 (m, 1H), 4.21 – 4.08 (m, 2H), 4.06 (s, 3H), 3.81 (m,1H), 3.62 (bs, 1H), 3.22 (dd, J= 18.8, 1.5 Hz, 1H), 3.14-2.86 (m, 5H), 2.33 (d, J14.6 Hz, 1H), 2.15 (dd, J= 15.0, 3.6 Hz, 1H), 1.81 (m, 2H), 1.48 – 1.42 (m, 2H), 1.29(d, J 6.5 Hz, 3H); 13C NMR (126 MHz, CDC13) oe 213.9, 187.0, 186.6, 161.0, 160.1,156.2, 155.6, 155.2, 149.8, 149.4, 137.3, 135.7, 135.4, 133.6, 133.6, 120.9, 120.8,119.9, 119.8, 118.4, 111.5, 111.4, 100.9, 69.7, 69.0, 67.4, 65.6, 63.5, 56.7, 53.4, 47.0,37.5, 35.6, 33.9, 30.0, 29.7, 28.3, 17.0; MS (ESI): mlz (%)757(100), (figures 13 and14).
Statistics shows that 874302-76-8 is playing an increasingly important role. we look forward to future research findings about 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate.
Reference:
Patent; FUNDACION IMDEA NANOCIENCIA; LOPEZ CORTAJARENA, Aitziber; SOMOZA CALATRAVA, Alvaro; COULEAUD, Pierre; OCAMPO GARCIA, Sandra; AIRES TRAPOTE, Antonio; LATORRE LOZANO, Alfonso; (66 pag.)WO2016/150521; (2016); A1;,
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