methyl 12-aminododecanoate

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

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

実験手順: To a suspension of 12-aminododecanoic acid (5.00 g, 23.3 mmol) in anhydrous MeOH (90 mL) was introduced hydrogen chloride gas for 25 minutes, during which time the suspension became clear. The solution was then stirred at room temperature for 3 hours and the solvent was removed in vacuo. The white solid residue was dissolved in H2O. Solid NaHCO3 was added to neutralize the solution to pH 8-9. The white precipitates thus formed were collected by vacuum filtration (5.20 g) (Yield: 98%). the solvent was removed in vacuo The white solid residue was dissolved in H2O Solid NaHCO3 was added The white precipitates thus formed were collected by vacuum filtration (5.20 g) (Yield: 98%)

反応条件: temp:0.00; pressure:0.00; stir:

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

実験手順: To a suspension of 12-aminododecanoic acid (5.00 g, 23.3 mmol) in anhydrous MeOH (90 mL) was introduced hydrogen chloride gas for 25 minutes, during which time the suspension became clear. The solution was then stirred at room temperature for 3 hours and the solvent was removed in vacuo. The white solid residue was dissolved in H2O. Solid NaHCO3 was added to neutralize the solution to pH 8-9. The white precipitates thus formed were collected by vacuum filtration (5.20 g) (Yield: 98%). the solvent was removed in vacuo The white solid residue was dissolved in H2O Solid NaHCO3 was added The white precipitates thus formed were collected by vacuum filtration (5.20 g) (Yield: 98%)

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

実験手順: To a solution of argatroban monohydrate (300 mg, 0.570 mmol) and methyl 12-aminododecanoate (compound YS-004-17) (132 mg, 0.576 mmol) in anhydrous DMF (15 mL) was added HBTU (258 mg, 0.680 mmol). Stirring was continued at room temperature for 16 hours. The precipitates formed during the reaction were filtered off and DMF was removed by vacuum distillation. The residue was purified by preparative TLC using solvents CH2Cl2 /MeOH/NH3 (90/10/1, v/v) to give the titled compound (140 mg) (Yield: 28%). 1HNMR (MeOH-4, 300 MHz). The precipitates formed during the reaction were filtered off DMF was removed by vacuum distillation The residue was purified by preparative TLC

反応条件: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 3-l flask equipped with a stirrer, 200.0 g (0.93 mol) of 12-aminododecanoic acid, 600 g of methanol and 100 g (1.0 mol) of sulfuric acid were charged, followed by stirring at 60° C. for 5 hours. After the reaction mixture was allowed to cool down, it was diluted with methylene chloride, followed by neutralization with an aqueous solution of sodium carbonate. The solvent was distilled off under reduced pressure, followed by purification by chromatography on an alumina short column, whereby 201.7 g of the title compound (7-a) were obtained (yield: 95%). To a 3-l flask equipped with a stirrer to cool down The solvent was distilled off under reduced pressure followed by purification by chromatography on an alumina short column

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

実験手順: To a suspension of 12-aminododecanoic acid (5.00 g, 23.3 mmol) in anhydrous MeOH (90 mL) was introduced hydrogen chloride gas for 25 minutes, during which time the suspension became clear. The solution was then stirred at room temperature for 3 hours and the solvent was removed in vacuo. The white solid residue was dissolved in H2O. Solid NaHCO3 was added to neutralize the solution to pH 8-9. The white precipitates thus formed were collected by vacuum filtration (5.20 g) (Yield: 98%). the solvent was removed in vacuo The white solid residue was dissolved in H2O Solid NaHCO3 was added The white precipitates thus formed were collected by vacuum filtration (5.20 g) (Yield: 98%)