反应详情

Oxalyl chloride (190 mg; 1.5 mmol; 3 eq.), Intermediate 8 (132 mg; 0.5 mmol; 1 eq.), Intermediate 23 (92 mg; 0.5 mmol; 1 eq.) and DIEA (194 mg; 1.5 mmol; 3 eq.) were reacted according to general procedure 2. After purification by column chromatography (c-hexane/ethyl acetate, 80/20), the residue was taken up in EtOH (20 mL) and stannous chloride dihydrate (564 mg; 2.5 mmol; 5 eq.) was added. The resulting mixture was stirred at reflux for 3 hours then concentrated in vacuo. The residue was partitioned between NaOH 0.05M and ethyl acetate. The phases were separated and the organic layer was washed with brine, dried over magnesium and concentrated in vacuo. Purification by column chromatography (c-hexane/ethyl acetate, 75/25) afforded the title compound as an off-white solid.

1. customAfter purification by column chromatography (c-hexane/ethyl acetate, 80/20)
2. temperatureat reflux for 3 hours
3. concentrationthen concentrated in vacuo
4. customThe residue was partitioned between NaOH 0.05M and ethyl acetate
5. customThe phases were separated
6. washthe organic layer was washed with brine
7. dry with materialdried over magnesium
8. concentrationconcentrated in vacuo
9. customPurification by column chromatography (c-hexane/ethyl acetate, 75/25)