Reaction #710533

Reaction equation

Methanesulfonic acid

(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinyl-cyclopropanecarboxylic acid

triethylamine

→

titled compound

(1R,2S)-1-amino-2-vinyl-cyclopropanecarboxylic acid

Solvents

methylene chloride

Conditions

Workup

1. 1
   Othera solid was precipitated
2. 2
   OtherThe solid was sufficiently precipitated
3. 3
   workup.STIRRINGthe solution was stirred at 25° C. for 30 minutes
4. 4
   OtherThereafter, the solid was separated by filtration under reduced pressure
5. 5
   WashThe solid was washed with methylene chloride (5 mL)
6. 6
   Otherdrying

Procedure

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%).

Source