Dimethylformamide → HCID 86750574, compound

Participants

Reaction Steps

To a solution of the title G compound of Example 1 ((3S-trans)-(4-Amino-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)phenylphosphinic acid, methyl ester (300 mg, 0.86 mmol) in 3 mL of anhydrous DMF was added the title A compound (334 mg, 1.29 mmol) at room temperature. The reaction mixture was stirred for 6 h then a second 334 mg portion of the title A compound was added. After an additional 18 h a third 334 mg portion of the title A compound was added. The mixture was stirred for 6 h then diluted with 25 mL of ethyl acetate, washed with three-25 mL portions of 1M aq NaOH solution, dried (sodium sulfate) and concentrated in vacuo to give an oil. The crude oil was purified by flash chromatography (Merck silica, 18×3.0 cm, 1:14 methanol/methylene chloride) to afford the title compound as a solid white foam (128 mg, 0.27 mmol, 32%).

Provenance & Evidence