反应详情

A mixture of 1.5 g (4.2 mmol) of the pentenol obtained in Example 3 above, 1.04 g (6.3 mmol) of 4-(aminocarbonyl)benzoic acid, 1.30 g (6.3 mmol) of dicyclohexylcarbodiimide (DCC), 0.05 g of 4-(dimethylamino)pyridine and 20 ml of DMF was stirred at room temperature overnight. An additional 0.3 g of DCC and 0.25 g of 4-(aminocarbonyl)benzoic acid are added and the mixture was stirred an additional 20 hours. The mixture was then poured into ether, water added and filtered. The filtrates were separated, and the organic layer washed with saturated aqueous NaHC03 and water, dried over MgSO4 and evaporated to dryness. The residue was purified by preparative scale HPLC, eluting with a 3:2 hexane:acetone, mixture to give 0.55 g of the desired product as a tan, glassy solid, m.p. 144°-148° C. (Compound 22).

1. stirringthe mixture was stirred an additional 20 hours
2. additionadded
3. filtrationfiltered
4. customThe filtrates were separated
5. washthe organic layer washed with saturated aqueous NaHC03 and water
6. dry with materialdried over MgSO4
7. customevaporated to dryness
8. customThe residue was purified by preparative scale HPLC
9. washeluting with a 3:2 hexane