Реакция #1683

ord-eff2bc0de6514ad8b023fb68fc66d9c2

Уравнение реакции

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
Выход 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
Выход 85.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеthe solvents were evaporated in vacuo
  2. 2
    workup.DISSOLUTIONthe thick oily residue was dissolved in diethyl ether (1.5 L)
  3. 3
    Другое(72 hours)
  4. 4
    ФильтрацияThe white precipitate was filtered
  5. 5
    Промывкаwashed with diethyl ether (300 mL)
  6. 6
    Другоеdried

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05726159uspto-grants-1998_03