(5S)-5-(iodomethyl)pyrrolidin-2-one

反応条件: temp:45.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Zinc dust (0.69 g, 10.66 mmol) is placed in a round bottom flask and heated under vacuum to remove traces of water. After cooling, DMF (3 mL) is added, followed by 1,2-dibromoethane (0.061 mL, 0.708 mmol). The solution is heated until effervescence occurs, then cooled under N2. To the solution is added TMSCl (0.135 mL, 1.06 mmol). A solution of (S)-5-iodomethylpyrrolidin-2-one (0.40 g, 1.78 mmol) in DMF (5 mL) is added to the mixture and stirred until TLC indicates the absence of starting material. Pd2(dba)3 (0.043 g, 0.047 mmol) and tri-o-tolylphosphine (0.11 g, 0.365 mmol) are added, followed by the dropwise addition of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (0.645 g, 1.18 mmol) in DMF (10 mL). The mixture is stirred at RT for 4 h, then heated to 45° C. and stirred for 18 h. The mixture is allowed to cool to RT and diluted with water. A yellow precipitate forms after the addition of water. The precipitate is filtered, washed with water and dried under reduced pressure to afford the title compound: (M+H)+=516. heated under vacuum to remove traces of water After cooling DMF (3 mL) is added The solution is heated until effervescence cooled under N2 The mixture is stirred at RT for 4 h stirred for 18 h to cool to RT The precipitate is filtered washed with water dried under reduced pressure

反応条件: temp:45.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Zinc dust (0.69 g, 10.66 mmol) is placed in a round bottom flask and heated under vacuum to remove traces of water. After cooling, DMF (3 mL) is added, followed by 1,2-dibromoethane (0.061 mL, 0.708 mmol). The solution is heated until effervescence occurs, then cooled under N2. To the solution is added TMSCl (0.135 mL, 1.06 mmol). A solution of (S)-5-iodomethylpyrrolidin-2-one (0.40 g, 1.78 mmol) in DMF (5 mL) is added to the mixture and stirred until TLC indicates the absence of starting material. Pd2(dba)3 (0.043 g, 0.047 mmol) and tri-o-tolylphosphine (0.11 g, 0.365 mmol) are added, followed by the dropwise addition of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (0.645 g, 1.18 mmol) in DMF (10 mL). The mixture is stirred at RT for 4 h, then heated to 45° C. and stirred for 18 h. The mixture is allowed to cool to RT and diluted with water. A yellow precipitate forms after the addition of water. The precipitate is filtered, washed with water and dried under reduced pressure to afford the title compound: (M+H)+=516. heated under vacuum to remove traces of water After cooling DMF (3 mL) is added The solution is heated until effervescence cooled under N2 The mixture is stirred at RT for 4 h stirred for 18 h to cool to RT The precipitate is filtered washed with water dried under reduced pressure

反応条件: temp:45.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Zinc dust (0.69 g, 10.66 mmol) is placed in a round bottom flask and heated under vacuum to remove traces of water. After cooling, DMF (3 mL) is added, followed by 1,2-dibromoethane (0.061 mL, 0.708 mmol). The solution is heated until effervescence occurs, then cooled under N2. To the solution is added TMSCl (0.135 mL, 1.06 mmol). A solution of (S)-5-iodomethylpyrrolidin-2-one (0.40 g, 1.78 mmol) in DMF (5 mL) is added to the mixture and stirred until TLC indicates the absence of starting material. Pd2(dba)3 (0.043 g, 0.047 mmol) and tri-o-tolylphosphine (0.11 g, 0.365 mmol) are added, followed by the dropwise addition of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (0.645 g, 1.18 mmol) in DMF (10 mL). The mixture is stirred at RT for 4 h, then heated to 45° C. and stirred for 18 h. The mixture is allowed to cool to RT and diluted with water. A yellow precipitate forms after the addition of water. The precipitate is filtered, washed with water and dried under reduced pressure to afford the title compound: (M+H)+=516. heated under vacuum to remove traces of water After cooling DMF (3 mL) is added The solution is heated until effervescence cooled under N2 The mixture is stirred at RT for 4 h stirred for 18 h to cool to RT The precipitate is filtered washed with water dried under reduced pressure