反应 #1683

ord-eff2bc0de6514ad8b023fb68fc66d9c2

反应方程式

O=C(O)C(F)(F)F
trifluoroacetic acid
CC(C)(C)OC(=O)N[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)OCc1ccccc1
Boc-D-Phe-Pro-OBn
COc1ccccc1
anisole
N[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)OCc1ccccc1.O=C(O)C(F)(F)F
white powder
收率 85.0%
N[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)OCc1ccccc1.O=C(O)C(F)(F)F
D-Phe-Pro-OBn.TFA
收率 85.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他the solvents were evaporated in vacuo
  2. 2
    workup.DISSOLUTIONthe thick oily residue was dissolved in diethyl ether (1.5 L)
  3. 3
    其他(72 hours)
  4. 4
    过滤The white precipitate was filtered
  5. 5
    洗涤washed with diethyl ether (300 mL)
  6. 6
    其他dried

实验过程

To a stirring solution of Boc-D-Phe-Pro-OBn (68 g, 150 mmol) in dichloromethane (50 mL) at 0° C., was added anisole (20 mL) followed by trifluoroacetic acid (400 mL). After stirring for 3 hours, the solvents were evaporated in vacuo and the thick oily residue was dissolved in diethyl ether (1.5 L) and refrigerated (72 hours). The white precipitate was filtered, washed with diethyl ether (300 mL) and dried to yield 59.4 g (85%) of white powder.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05726159uspto-grants-1998_03