反应 #2004

反应方程式

benzyl ester

(R)-α-[(2-t-Butoxycarbonylamino-2-methyl-1-oxopropyl)amino]-1H-indole-3-propanoic acid, benzyl ester

→

product

收率 102.1%

(R)-α-[(2-t-Butoxycarbonylamino-2-methyl-1-oxopropyl)amino]-1H-indole-3-propanoic acid

收率 102.1%

溶剂

ethyl acetate

反应条件

后处理

1. 1
   其他The solution was degassed
2. 2
   workup.ADDITIONa hydrogen atmosphere introduced over the reactants
3. 3
   其他for 32 hours
4. 4
   其他The reaction products were isolated
5. 5
   过滤by filtering the reaction mixture through a Celite plug
6. 6
   洗涤The plug was washed with additional ethyl acetate (3×10 mL)
7. 7
   其他The combined filtrates were evaporated under vacuum

实验过程

The benzyl ester (0.82 g, 1.71 mmol) obtained in Step C and 10% palladium on carbon (150 mg) were stirred together in ethyl acetate (5 mL). The solution was degassed and a hydrogen atmosphere introduced over the reactants using a balloon for 32 hours. The reaction products were isolated by filtering the reaction mixture through a Celite plug. The plug was washed with additional ethyl acetate (3×10 mL). The combined filtrates were evaporated under vacuum to afford the product (680 mg, 102%). 1H NMR (400 MHz, CDCl3): 1.30 (s, 9H), 1.41 (s, 6H), 3.32 (dd, 1H), 3.42 (m, 1H), 4.87 (br s, 1H), 6.82 (d, 1H), 7.13-7.35 (m, 8H), 7.60 (d, 1H), 8.28 (br s, 1H).

来源