(Diethoxyphosphinyl)acetic acid → HCID 131736636, compound

Participants

Reaction Steps

To a round bottom flask was 227A (1.18 g, 1.49 mmol), DCM (47.9 mL) and TEA (1.45 mL, 10.40 mmol). The reaction was stirred for 30 minutes before adding Intermediate 1 (0.301 g, 1.49 mmol). After 4 hours, 2-(diethoxyphosphoryl)acetic acid (0.874 g, 4.46 mmol) and T3P (2.83 g, 4.46 mmol) were added. After 1 hour, the reaction was then partitioned between EtOAc (150 ml) and water (100 ml). The organic layer was separated, washed with brine (100 ml), dried over MgSO4, filtered and concentrated. The residue was purified by normal phase chromatography to give 227B (1.34 g, 95%). MS (ESI) m/z: 946/948 (M+H)+, bromine isotope.

Provenance & Evidence