With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.
55750-48-6, [4325] 64 mg (70 flillOI) ofN-(6-aminohexyl)-N-methyl-Lvalyl-N -[ (3R,4S,5S)-3-methoxy-1-{ (2S)-2-[ (1 R,2R)-1-methoxy-2-methyl-3-{ [ (1 S,2R)-1-(1 ,2-oxazinan-2-ylcarbonyl)-2-phenylcyclopropyl]amino }-3-oxopropyl]pyrrolidin-1-yl }-5-methyl-1-oxoheptan-4-yl]-N -methyl-L-valinamide(Intermediate 97) were taken up in 3 ml of 1:1 dioxane/water,then adjusted to pH 9 with 4 ml of saturated sodium hydrogencarbonatesolution and subsequently admixed with 16.3mg (11 0 f.tmol) of methyl2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. The reaction mixture was stirred at RT for 1 hand then concentrated in vacuo. Then another 8 mg (55 f.tmol)of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylatewere added, and the reaction mixture was adjusted again to189Sep.3,2015pH 9 and stirred at RT for another hour. This was followed byconcentration and purification of the remaining residue bymeans of preparative HPLC. At first, 31 mg of an as yetuncyclized intermediate were obtained. 27 mg of this intermediatewere taken up again in 2 ml of 1:1 dioxane/water andthen admixed with 250 fll of saturated sodium hydrogencarbonatesolution. After stirring at RT for 2 hours, the reactionmixture was concentrated, and the residue was purified bymeans of preparative HPLC. After lyophilization, 20 mg(29% of theory) of the title compound were obtained.[4326] HPLC (Method 5): R,=l.96 min;[4327] LC-MS (Method 1): R,=0.97 min; MS (ESipos):rnz=992 (M+Hr.
The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; SEATTLE GENETICS, INC.; LERCHEN, Hans-Georg; LINDEN, Lars; SHEIKH, Sherif El; WILLUDA, Joerg; KOPITZ, Charlotte C.; SCHUHMACHER, Joachim; GREVEN, Simone; MAHLERT, Christoph; STELTE-LUDWIG, Beatrix; GOLFIER, Sven; BEIER, Rudolf; HEISLER, Iring; HARRENGA, Axel; THIERAUCH, Karl-Heinz; BRUDER, Sandra; PETRUL, Heike; JOeRISSEN, Hannah; BORKOWSKI, Sandra; US2015/246136; (2015); A1;,
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