반응 #710533

ord-9f37ed79177d468bb1f871f948e20772

반응 방정식

CS(=O)(=O)O
Methanesulfonic acid
C=C[C@@H]1C[C@]1(NC(=O)OC(C)(C)C)C(=O)O
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinyl-cyclopropanecarboxylic acid
CCN(CC)CC
triethylamine
C=C[C@@H]1C[C@]1(N)C(=O)O
titled compound
C=C[C@@H]1C[C@]1(N)C(=O)O
(1R,2S)-1-amino-2-vinyl-cyclopropanecarboxylic acid

반응 조건

온도
25°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타a solid was precipitated
  2. 2
    기타The solid was sufficiently precipitated
  3. 3
    workup.STIRRINGthe solution was stirred at 25° C. for 30 minutes
  4. 4
    기타Thereafter, the solid was separated by filtration under reduced pressure
  5. 5
    세척The solid was washed with methylene chloride (5 mL)
  6. 6
    기타drying

실험 절차

Methanesulfonic acid (576 mg, 6 mmol) was added to a solution of (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinyl-cyclopropanecarboxylic acid (1135 mg, 5 mmol) and methylene chloride (5 mL), and the mixture was stirred at 25° C. for 3 hours. When triethylamine (708 mg, 7 mmol) was added thereto, a solid was precipitated. The solid was sufficiently precipitated, and then the solution was stirred at 25° C. for 30 minutes. Thereafter, the solid was separated by filtration under reduced pressure. The solid was washed with methylene chloride (5 mL), and then was subjected to vacuum drying. Thereby, the titled compound was produced as a white solid (665 mg, yield of 100%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09302980B2uspto-grants-2016_04