反应 #2487494

反应方程式

4-[10-(2,5-Dioxopyrrolidin-1-yloxycarbonyl)decyl]benzoic acid tert-butyl ester

4-amino butyric acid

→

oil

收率 76.0%

4-[10-(3-Carboxy-propylcarbamoyl)decyl]benzoic Acid tert-butyl Ester

收率 76.0%

溶剂

DMF

反应条件

后处理

1. 1
   其他The solvent was removed under vacuum and AcOEt (35 ml)
2. 2
   workup.ADDITIONwas added
3. 3
   洗涤The solution was washed with 0.2 N HCl and water (15 ml each)
4. 4
   workup.ADDITIONSat. NaHCO3 was added (not
5. 5
   workup.ADDITIONDCM (50 ml) was added
6. 6
   其他Some of the organic phase was removed
7. 7
   workup.ADDITIONDCM (100 ml) was added to the aqueous phase
8. 8
   workup.WAITto stand overnight
9. 9
   温度The mixture was cooled on ice
10. 10
    其他The organic phase was isolated
11. 11
    干燥dried over MgSO4
12. 12
    浓缩concentrated under vacuum

实验过程

4-[10-(2,5-Dioxopyrrolidin-1-yloxycarbonyl)decyl]benzoic acid tert-butyl ester (300 mg, 0.65 mmol) was dissolved in DMF (3 ml) and 4-amino butyric acid (67 mg, 0.65 mmol). The mixture was stirred for 16 h under nitrogen. The solvent was removed under vacuum and AcOEt (35 ml) was added. The solution was washed with 0.2 N HCl and water (15 ml each). Sat. NaHCO3 was added (not intended) to the organic phase. DCM (50 ml) was added. Some of the organic phase was removed and DCM (100 ml) was added to the aqueous phase and allowed to stand overnight. The mixture was cooled on ice and the pH was adjusted to 1.9 with 4N HCl. The organic phase was isolated, dried over MgSO4 and concentrated under vacuum to yield on oil (220 mg, 76% yield).

来源