反应 #69728

反应方程式

2-(2,4-bis-benzyloxy-5-isopropyl-benzoyl)-2,3-dihydro-1H-isoindole-5-carboxylic acid

EDC

HOBT

BOC piperazine

→

4-[2-(2,4-dihydroxy-5-isopropyl-benzoyl)-2,3-dihydro-1H-isoindole-5-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

收率 102.2%

溶剂

DMF

反应条件

后处理

1. 1
   其他evaporated under vacuum
2. 2
   workup.DISSOLUTIONThe crude material was dissolved in ethyl acetate
3. 3
   萃取extracted twice with saturated NaHCO3
4. 4
   洗涤organics washed with brine
5. 5
   干燥dried (MgSO4)
6. 6
   过滤filtered
7. 7
   其他then evaporated under vacuum
8. 8
   其他purified by flash column chromatography (80% EtOAc-P.E. as eluant)

实验过程

A solution of 2-(2,4-bis-benzyloxy-5-isopropyl-benzoyl)-2,3-dihydro-1H-isoindole-5-carboxylic acid (Preparation D6) (0.5 g, 0.96 mmol), EDC (0.22 g, 1.15 mmol), HOBT (0.196 g, 1.15 mmol) and BOC piperazine (0.117 ml, 1.06 mmol) in DMF (10 ml) was stirred at room temperature for 48 hours, then evaporated under vacuum. The crude material was dissolved in ethyl acetate and extracted twice with saturated NaHCO3, organics washed with brine, dried (MgSO4), filtered then evaporated under vacuum and purified by flash column chromatography (80% EtOAc-P.E. as eluant) to give 0.5 g of 4-[2-(2,4-dihydroxy-5-isopropyl-benzoyl)-2,3-dihydro-1H-isoindole-5-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester. MS: [M+H]+ 688.

来源