反应详情

温度

-78 °C

To a stirred solution of Intermediate 54 (82 mg) and triethylmethanetricarboxylate (0.11 mL) in anhydrous toluene (3 mL) and anhydrous tetrahydrofuran (3.00 mL) under a nitrogen atmosphere was added trimethylphosphine, 1M in toluene (0.52 mL). The reaction was then cooled to −78° C. and diisopropyl azodicarboxylate (0.11 mL) added dropwise via syringe over 1 min. The reaction was stirred at −78° C. under an atmosphere of nitrogen for 60 mins before being allowed to warm to ambient temperature and stirred for a further 16 hr. The reaction was concentrated in vacuo. The residue was taken up in dichloromethane (40 mL) and washed with water (40 mL), dried (hydrophobic frit) and concentrated in vacuo. The sample was loaded in dichloromethane and purified on silica 0-100% ethyl acetate-cyclohexane gradient. The appropriate fractions were combined and evaporated in vacuo to give the required product (100 mg). LC/MS MH+533, Rt 2.18 mins (5 min run).

1. temperatureto warm to ambient temperature
2. stirringstirred for a further 16 hr
3. concentrationThe reaction was concentrated in vacuo
4. washwashed with water (40 mL)
5. customdried (hydrophobic frit)
6. concentrationconcentrated in vacuo
7. custompurified on silica 0-100% ethyl acetate-cyclohexane gradient
8. customevaporated in vacuo