تفاعل #710533

ord-9f37ed79177d468bb1f871f948e20772

معادلة التفاعل

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

المذيبات

ظروف التفاعل

درجة الحرارة
25°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىa solid was precipitated
  2. 2
    أخرىThe solid was sufficiently precipitated
  3. 3
    workup.STIRRINGthe solution was stirred at 25° C. for 30 minutes
  4. 4
    أخرىThereafter, the solid was separated by filtration under reduced pressure
  5. 5
    غسيلThe solid was washed with methylene chloride (5 mL)
  6. 6
    أخرىdrying

الإجراء التجريبي

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%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09302980B2uspto-grants-2016_04