反应 #586177

反应方程式

Lithium hydroxide monohydrate

methyl (7R)-7-[{2-[(tert-butoxycarbonyl)amino]ethyl}(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

lithium hydroxide monohydrate

→

foam

收率 98.0%

(7R)-7-[{2-[(tert-butoxycarbonyl)amino]ethyl}(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylic acid

收率 98.0%

溶剂

MeOH THF H2O

反应条件

后处理

1. 1
   温度continuing heating for 2 h
2. 2
   温度to cool to RT
3. 3
   其他The residue was partitioned between 1N HCl (aq) and EtOAc
4. 4
   萃取extracting the aqueous fraction a further two times with EtOAc
5. 5
   洗涤The combined organics were washed with brine
6. 6
   干燥dried over Na2SO4
7. 7
   过滤filtered
8. 8
   浓缩concentrated in vacuo

实验过程

Lithium hydroxide monohydrate (4.4 eq) was added to a solution of methyl (7R)-7-[{2-[(tert-butoxycarbonyl)amino]ethyl}(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (0.02 M) in MeOH/THF/H2O (1/1/1). The reaction was heated at 60° C. for 4 h prior to introducing further lithium hydroxide monohydrate (5 eq) and continuing heating for 2 h. The reaction was allowed to cool to RT, and the solvent volume reduced in vacuo. The residue was partitioned between 1N HCl (aq) and EtOAc, extracting the aqueous fraction a further two times with EtOAc. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford the product as an off white foam (98%). (ES+) m/z 548 (M+H)+

来源