Реакция #2457000

ord-6028b2eaf91d40dd93fb9a8472577295

Уравнение реакции

CC(C)(C)OC(=O)N[C@H](CN=[N+]=[N-])c1ccccc1
tert-butyl [(1S)-2-azido-1-phenylethyl]carbamate
C1COCCO1
dioxane
[N-]=[N+]=NC[C@@H](N)c1ccccc1
(S)-2-Azido-1-phenyl-ethylamine
Выход 85.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe precipitate was filtered
  2. 2
    Промывкаwashed with ether

Методика

To a solution of tert-butyl [(1S)-2-azido-1-phenylethyl]carbamate (210 mg, 0.8 mmol, 1.0 eq.) in THF (2 ml), 4.0M hydrogen chloride in dioxane (2.0 ml, 8.0 mmol, 10.0 eq.) was added. The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with ether. The precipitate was filtered and washed with ether to yield (S)-2-Azido-1-phenyl-ethylamine 40 as a white solid in 85% yield. LC-MS [163 (M+1)]

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08710044B2uspto-grants-2014_04