反应 #640546

反应方程式

ethyl acetate

3-hydroxy-2-methylbenzoic acid

N-hydroxybenzotriazole

EDC

→

benzamide

溶剂

N,N-dimethylformamide

反应条件

后处理

1. 1
   workup.WAITAfter 15 hours at room temperature
2. 2
   洗涤washed with 5% citric acid, saturated sodium bicarbonate, brine
3. 3
   其他dried
4. 4
   过滤filtered
5. 5
   浓缩concentrated
6. 6
   其他to afford 330 mg of crude material
7. 7
   其他This was chromatographed on silica gel using 30-70% ethyl acetate/methylene chloride as eluent

实验过程

To a solution of 134 mg (0.88 mmol) of 3-hydroxy-2-methylbenzoic acid and 155 mg (1.15 mmol) of N-hydroxybenzotriazole in 5 mL of anhydrous N,N-dimethylformamide at 0° C., was added 167 mg (0.88 mmol) of EDC. After 20 minutes of activation at 0° C. and 1 hour at room temperature, 300 mg (1.0 mmol) of 2R-hydroxy-3-[(2-methylpropyl)(3-aminophenyl)sulfonyl]amino-1S-(phenylmethyl)propylamine was added. After 15 hours at room temperature, ethyl acetate was added, washed with 5% citric acid, saturated sodium bicarbonate, brine, dried, filtered and concentrated to afford 330 mg of crude material. This was chromatographed on silica gel using 30-70% ethyl acetate/methylene chloride as eluent to afford 230 mg of pure benzamide, N-[2R-hydroxy-3-[[(3-aminophenyl)sulfonyl](2-methylpropyl)amino]-1S-(phenylmethyl)propyl]-3-hydroxy-2-methyl.

来源