反应 #172089

反应方程式

(R)-tert-butyl 1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamate

pyridine-2-boronic acid pinacol ester

Cs2CO3

→

(R)-tert-butyl 1-amino-1-oxo-3-(4-(pyridin-2-yl)phenyl)propan-2-ylcarbamate

收率 33.5%

溶剂

DMF

反应条件

后处理

1. 1
   其他was degassed with argon
2. 2
   workup.ADDITIONWater and EtOAc were added
3. 3
   其他The organic phase was separated
4. 4
   干燥dried over Na2SO4
5. 5
   浓缩concentrated in vacuo
6. 6
   其他The residue was purified by a silica gel column, which
7. 7
   洗涤was eluted with 20-100% EtOAc in hexane

实验过程

A mixture of (R)-tert-butyl 1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamate (970 mg, 2.48 mmol), pyridine-2-boronic acid pinacol ester (505 mg, 2.46 mmol), dppf (275 mg, 0.496 mmol), Cs2CO3 (1.00 g, 3.06 mmol), Pd(OAc)2 (56 mg, 0.249 mmol) and CuCl (25 mg, 0.252 mmol) in DMF (10 mL) was degassed with argon, then was stirred at 100 C for 18 h. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, which was eluted with 20-100% EtOAc in hexane to give (R)-tert-butyl 1-amino-1-oxo-3-(4-(pyridin-2-yl)phenyl)propan-2-ylcarbamate (281 mg).

来源