Dimethylamine → HCID 59294375, compound

Participants

Reaction Steps

In a sealed vial, (R)-benzyl 3-(tert-butoxycarbonylamino)-4-(methylsulfonyloxy)-butanoate (130.8 mg, 0.34 mmol) was stirred at rt in a THF solution of Me2NH (2.0 M, 10 mL, 20 mmol) for 3 d. Then the reaction was concentrated under reduced pressure and purified by preparative TLC (0.5% MeOH in DCM, and then 5% MeOH/DCM) to afford the title compound as a colorless gum (28 mg, 25%). 1H NMR (300 MHz, CDCl3): δ=7.85-7.25 (m, 5H), 5.25-5.00 (m, 2H), 4.15 (br s, 1H), 2.58-2.50 (m, 4H), 2.41 (br s, 6H), 1.39 (s, 9H); MS ESI [M]+, calcd for [C18H28N2O4+H]+ 336.4 found m/z 337.2 (100).

Provenance & Evidence