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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623351Generated: October 29, 2026

Methanesulfonic Acid → (1R,2S)-1-Amino-2-vinylcyclopropanecarboxylic Acid

https://huagongshe.com/reaction/623351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
ReactantTriethylamineHCID 8471—
Reactant(1R,2S)-1-(((1,1-Dimethylethoxy)carbonyl)amino)-2-ethenylcyclopropanecarboxylic acidHCID 10376443—
SolventDichloromethaneHCID 6344—
Product(1R,2S)-1-Amino-2-vinylcyclopropanecarboxylic AcidHCID 10261098—

Reaction Conditions

Temperature25 °C

Reaction Steps

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%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302980B2
Source datasetuspto-grants-2016_04
ORD IDord-9f37ed79177d468bb1f871f948e20772
Source noteuspto-grants-2016_04