反应 #69702

反应方程式

2,4-bis-benzyloxy-5-isopropyl-benzoic acid

5-nitroisoindoline

trifluoroacetate

EDAC

HOBt

NEt3

→

(2,4-bis-benzyloxy-5-isopropyl-phenyl)-(5-nitro-1,3-dihydro-isoindol-2-yl)methanone

溶剂

DMF

反应条件

后处理

1. 1
   其他then evaporated in vacuo
2. 2
   其他The residue was partitioned between EtOAc and 2M HCl
3. 3
   其他the EtOAc layer was separated
4. 4
   洗涤washed with saturated NaHCO3
5. 5
   干燥dried (MgSO4)
6. 6
   其他evaporated
7. 7
   其他Purification by flash column chromatography (1:4

实验过程

A solution of 2,4-bis-benzyloxy-5-isopropyl-benzoic acid (505 mg; 1.3 mmol) (Preparation B5), 5-nitroisoindoline, trifluoroacetate (360 mg; 1 equiv.), EDAC (300 mg; 1.2 equiv.), HOBt (210 mg; 1.2 equiv.) and NEt3 (270 μA; 1.5 equiv.) in DMF (10 ml) was stirred at room temperature overnight then evaporated in vacuo. The residue was partitioned between EtOAc and 2M HCl, the EtOAc layer was separated, washed with saturated NaHCO3, dried (MgSO4) and evaporated. Purification by flash column chromatography (1:4 then 1:2 then 1:1 EtOAc/P.E. as eluant) gave 460 mg of (2,4-bis-benzyloxy-5-isopropyl-phenyl)-(5-nitro-1,3-dihydro-isoindol-2-yl)methanone. MS: [M+H]+ 523.

来源