反应详情

The product from Example 1, Step A (1 eq) and tert-butyl N-(2-aminoethyl)carbamate (3 eq) are dissolved in methanol, to which sodium cyanoborohydride (1.5 eq) is added in portions at 0° C. The reaction is stirred at room temperature until complete, and then quenched by the addition of saturated aqueous ammonium chloride and stirred until hydrogen evolution ceases. The resulting suspension is concentrated in vacuo and then partitioned between methylene chloride and saturated aqueous sodium bicarbonate. The layers are separated and the aqueous layer is extracted with methylene chloride. The combined organic layers are dried over sodium sulfate, filtered, and concentrated in vacuo. The crude product is chromatographed on silica gel with ethyl acetate and hexane to provide the title product.

1. additionis added in portions at 0° C
2. customthen quenched by the addition of saturated aqueous ammonium chloride
3. stirringstirred until hydrogen evolution ceases
4. concentrationThe resulting suspension is concentrated in vacuo
5. custompartitioned between methylene chloride and saturated aqueous sodium bicarbonate
6. customThe layers are separated
7. extractionthe aqueous layer is extracted with methylene chloride
8. dry with materialThe combined organic layers are dried over sodium sulfate
9. filtrationfiltered
10. concentrationconcentrated in vacuo
11. customThe crude product is chromatographed on silica gel with ethyl acetate and hexane