反应 #640550

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
   其他1 hour
2. 2
   其他at is room temperature
3. 3
   workup.WAITAfter 15 hours at room temperature
4. 4
   洗涤washed with 5% citric acid, saturated sodium bicarbonate, brine
5. 5
   其他dried
6. 6
   过滤filtered
7. 7
   浓缩concentrated
8. 8
   其他to afford 650 mg of crude material
9. 9
   其他This was chromatographed on silica gel using 0-25% ethyl acetate/methylene chloride as eluent

实验过程

To a solution of 187 mg (1.23 mmol) of 3-hydroxy-2-methylbenzoic acid and 217 mg (1.61 mmol) of N-hydroxybenzotriazole in 6 mL of anhydrous N,N-dimethylformamide at 0° C., was added 236 mg (1.23 mmol) of EDC. After 20 minutes of activation at 0° C. and 1 hour at is room temperature, 450 mg (1.07 mmol) of 2R-hydroxy-3-[[(1,3-benzodioxol-5-yl)sulfonyl](2-methylpropyl)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 650 mg of crude material. This was chromatographed on silica gel using 0-25% ethyl acetate/methylene chloride as eluent to afford 390 mg of pure benzamide, N-[2R-hydroxy-3-[[(1,3-benzodioxol-5-yl)sulfonyl](2-methylpropyl)amino]-1S-(phenylmethyl)propyl]-3-hydroxy-2-methyl, m/e=561(M+Li).

来源