反应详情

To a solution of 80 mg (0.14 mmol) of the product of Step B dissolved in 1 mL EtOH was added 9 mg (0.20 mmol) of sodium borohydride. The reaction mixture was stirred at RT for 5 min then partitioned between EtOAc and water. The organic layer was separated, dried (MgSO4), filtered and evaporated. The residue was then redissolved in 10 mL MeOH and 2 mL of a 2.0 N solution of sodium hydroxide was added. The reaction mixture was stirred at 80° C. for 0.5 h, then cooled to room temperature and partitioned between EtOAc and 10% aq. NaHSO4. The organic layer was separated, washed with water, dried (MgSO4), filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 0–20% EtOAc-hexane. Combination of the purified fractions and drying in vacuo afforded the title compound.

1. customthen partitioned between EtOAc and water
2. customThe organic layer was separated
3. dry with materialdried (MgSO4)
4. filtrationfiltered
5. customevaporated
6. dissolutionThe residue was then redissolved in 10 mL MeOH
7. addition2 mL of a 2.0 N solution of sodium hydroxide was added
8. stirringThe reaction mixture was stirred at 80° C. for 0.5 h
9. temperaturecooled to room temperature
10. custompartitioned between EtOAc and 10% aq. NaHSO4
11. customThe organic layer was separated
12. washwashed with water
13. dry with materialdried (MgSO4)
14. filtrationfiltered
15. customevaporated
16. customThe residue was purified on a silica gel flash chromatography column
17. washeluted with 0–20% EtOAc-hexane
18. customCombination of the purified fractions and drying in vacuo