反应详情

To a solution of 500 mg of benzyl carbamate prepared in Example 8 and 0.12 mL of iodomethane in 5 mL of DMF was added 60 mg of 60% NaH in mineral oil. After 2 h, the reaction was quenched with 2N HCl and water and extracted twice with ethyl acetate. The organic layers were washed with a portion of brine, combined, dried over sodium sulfate and evaporated. The residue was purified by flash chromatography eluting with 25% ethyl acetate in hexanes to obtain 500 mg of title compound as an oil. NMR (CDCl3): δ 1.80-2.0 (m, 3H), 2.0-2.2 (m, 1H), 2.80 and 2.87 (2 br s, 3H), 3.05-3.15 (m, 1H), 3.9-4.0 (m, 1H), 4.36 and 4.40 (2 s, 1H), 4.4-4.55 (m, 1H), 4.55-4.85 (2 br m, 1H), 4.91 and 5.03 (2 br s, 2H), 7.0-7.3 (m, 10H), 7.58 (br s, 2H), 7.72 (s, 1H).

1. customthe reaction was quenched with 2N HCl and water
2. extractionextracted twice with ethyl acetate
3. washThe organic layers were washed with a portion of brine
4. dry with materialdried over sodium sulfate
5. customevaporated
6. customThe residue was purified by flash chromatography
7. washeluting with 25% ethyl acetate in hexanes