反应详情

温度

-40 °C

100 ml dry Tetrahydrofuran (THF) are cooled to −78° C. 1M THF-solution of Lithium bis(trimethylsilyl)amide (47.35 ml, 47.35 mmol) are added while the temperature is maintained. 2-(4-Methoxy-benzenesulfonylamino)-succinic acid 4-benzyl ester 1-tert-butyl ester (10.1 g, 22.5 mmol) are dissolved in 45 ml THF and added dropwise to the reaction solution. The reaction mixture is allowed to stir for 1 h and then warmed briefly to −40° C. After re-cooling to −78° C. Allyliodide (3.1 ml, 33.8 mmol) dissolved in 30 ml THF are added drop-wise. The reaction mixture is allowed to warm to −40° C. and is quenched with a NH4Cl-solution. The organic phase is separated dried over MgSO4 and filtered. The solvent is evaporated and the product is purified with a short flash-chromatography column. Hexane/Ethylacetate (9:1): Cal. 489.6 Found. (M)+ 490.

1. temperatureis maintained
2. additionadded dropwise to the reaction solution
3. temperatureAfter re-cooling to −78° C
4. additionare added drop-wise
5. temperatureto warm to −40° C.
6. customis quenched with a NH4Cl-solution
7. customThe organic phase is separated
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. customThe solvent is evaporated
11. customthe product is purified with a short flash-chromatography column