反应详情

To a solution of 4-hydroxymethyl-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester (Preparation 42, 500 mg, 1.66 mmol), triphenylphosphine (653 mg, 2.49 mmol) and 3-fluorophenol (0.23 ml, 2.49 mmol) in tetrahydrofuran (30 ml) at 0° C. under a nitrogen atmosphere was added diisopropylazodicarboxylate (0.49 ml, 2.49 mmol) dropwise over 5 minutes and stirred to room temperature over 72 hours. Solvent was removed under reduced pressure and the residue purified by chromatography on silica gel, eluting with 10-15% ethyl acetate/heptane to give the title compound as a mixture of diastereomers (˜5:1 2S,4S:2S,4R) as a colourless oil (370 mg, 51%)

1. customSolvent was removed under reduced pressure
2. customthe residue purified by chromatography on silica gel
3. washeluting with 10-15% ethyl acetate/heptane