反应详情

An aqueous solution of lithium hydroxide monohydrate (0.304 g, 7.25 mmol) was added to a solution of 3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-5-[((1S)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-methylethyl)oxy]-N-1,3-thiazol-2-ylbenzamide (1.552 g, 2.90 mmol) in THF (40 mL) and stirred at RT overnight. The THF was removed in vacuo and the residual solution adjusted to pH 7 by addition of 1N hydrochloric acid (7.25 mL). A gum formed, and the solution was filtered and the gum dissolved in methanol. The filtrate was partitioned with ethyl acetate (75 mL) and the organics washed with brine, dried (MgSO4), combined with the methanol solution and evaporated to a residue which was chromatographed on silica, eluting with 40% ethyl acetate in isohexane, to give the required product (0.865 g)

1. customThe THF was removed in vacuo
2. additionthe residual solution adjusted to pH 7 by addition of 1N hydrochloric acid (7.25 mL)
3. customA gum formed
4. filtrationthe solution was filtered
5. dissolutionthe gum dissolved in methanol
6. customThe filtrate was partitioned with ethyl acetate (75 mL)
7. washthe organics washed with brine
8. dry with materialdried (MgSO4)
9. customevaporated to a residue which
10. customwas chromatographed on silica
11. washeluting with 40% ethyl acetate in isohexane