HRID58900

反应详情

EQUATION

反应方程式

HRID 58900 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
55 °C

PROCEDURE

实验过程

K2CO3 (21.0 g, 150 mmol) was added to a solution of Boc-L-dopa (10.0 g, 33 mmol) in acetonitrile (100 mL) followed by addition of benzyl bromide (21.0 g, 123 mmol). The suspension was heated at 50-60° C. for 4 h and then cooled to ambient temperature. The mixture was filtered and the filtration cake was washed with acetonitrile (50 mL). The filtrate and washings were combined and concentrated to dryness. The residue was purified by flash column chromatography on silica gel (Hexane/EtOAc=20:1) to afford (S)-benzyl 3-(3,4-bis(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate (15.3 g, yield 80%).

WORKUP

后处理

  1. temperaturecooled to ambient temperature
  2. filtrationThe mixture was filtered
  3. washthe filtration cake was washed with acetonitrile (50 mL)
  4. concentrationconcentrated to dryness
  5. customThe residue was purified by flash column chromatography on silica gel (Hexane/EtOAc=20:1)