The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.55750-48-6, name is Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. A new synthetic method of this compound is introduced below., 55750-48-6
To a solution of S7 (53 mg, 0.082 mmol) in a saturated solution of NaHCO3 (3.5 mL) was added finely ground N-methoxycarbonylmaleimide (105 mg, 0.677 mmol) under vigorous stirring. After 30 min at 0 C., the mixture was diluted with THF (3.5 mL) and warmed to room temperature. After 1 h, the mixture was acidified to pH 1-2 with an aqueous solution of 1.0 M H2SO4 and extracted with EtOAc (2¡Á20 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated. Purification by normal phase chromatography (90:10:0.6:0.6 CH2Cl2:MeOH:AcOH:H2O) gave S8 (42 mg, 71%) as a yellow solid. Data for S8: Rf 0.20 (90:10:0.6:0.6 CH2Cl2:MeOH:AcOH:H2O); mp>230 C. dec; [alpha]D=-14.0 (c 0.1, in MeOH); UV lambdamax (MeOH): 365 nm; IR: 3249, 3186, 2928, 1753, 1708, 1687, 1651, 1520 cm-1; 1H NMR (DMSO-d6, 500 MHz) delta 10.61 (s, 1H), 10.31 (s, 1H), 8.19 (m, 1H), 7.84 (d, 4H, J=9 Hz), 7.79 (d, 2H, J=9 Hz), 7.75 (d, 2H, J=9 Hz), 7.16 (s, 2H), 7.10 (d, 2H, J=8 Hz), 4.32 (s, 2H), 3.82 (m, 1H), 3.64 (s, 2H), 2.35 (m, 1H), 2.15 (m, 2H), 1.93 (m, 1H), 1.59 (m, 1H), 1.49 (m, 3H), 1.42 (m, 1H), 1.36 (s, 9H); 13C NMR (DMSO-d6, 125 MHz) delta 176.1, 174.2, 172.5, 170.7, 168.4, 166.6, 155.7, 147.9, 147.6, 141.7, 141.1, 135.0, 123.5, 123.4, 119.5, 119.3, 78.0, 52.4, 42.8, 41.4, 40.5, 45.0, 32.8, 32.1, 28.2, 22.9; LRMS (ESI)- Calc for C34H38N7O11 (M-H)-: 720.3. Found: 720.3.
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Reference£º
Patent; The Regents of the University of California; Isacoff, Ehud Y.; Kramer, Richard H.; Trauner, Dirk; Banghart, Matthew R.; Volgraf, Matthew; Langa, Pablo Ignacio Gorostiza; Borges, Katharine; US9097707; (2015); B2;,
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