反应详情

1,1-Dimethylethyl (3S)-3-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-piperidinecarboxylate (·9.3 mmol) was dissolved in DCM (25 mL) and treated with a 4M HCl solution in 1,4-dioxane (24 mL, 96 mmol). The reaction was stirred at room temperature for 3 h, at which time LC/MS indicated that all starting material was consumed. The reaction was concentrated in vacuo to give a thick gum. This material was dissolved in water and extracted with ethyl acetate. The aqueous phase was separated and treated with solid Na2CO3 to bring the pH to ˜10. The product was then extracted into CHCl3 (3×) and the combined organic phases were dried (Na2SO4) and concentrated to yield the desired product as an orange oil (2.3 g, 100% for two steps).

1. customwas consumed
2. concentrationThe reaction was concentrated in vacuo
3. customto give a thick gum
4. extractionextracted with ethyl acetate
5. customThe aqueous phase was separated
6. additiontreated with solid Na2CO3
7. extractionThe product was then extracted into CHCl3 (3×)
8. dry with materialthe combined organic phases were dried (Na2SO4)
9. concentrationconcentrated