1,1'-Carbonyldiimidazole → HCID 58654458, compound

Participants

Reaction Steps

Boc-Ala-OH (222 mg, 1.20 mmol) was dissolved in DCE (4 mL), followed by addition of CDI (209 mg, 1.20 mmol). The mixture was stirred at room temperature for 30 min. 3,4-Methylenedioxyphenethylamine hydrochloride (240 mg, 1.20 mmol) and TEA (2.4 mmol) were added and the reaction was stirred at room temperature under Nitrogen for 16 hours. Next, the reaction mixture was concentrated under reduced pressure and the residue was dissolved in DCM and transferred to a separatory funnel and washed with saturated NaHCO3 (aq). The organic layer was dried with Na2SO4 and concentrated down. The crude material was purified by flash chromatography (DCM to 9:1 DCM/MeOH) to yield 350 mg (88%) of (S)—[1-(2-benzo[1,3]dioxol-5-yl-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester. [M+H]+ 337.05.

Provenance & Evidence