1,4-Dibromobutane → HCID 67494855, compound

Participants

Reaction Conditions

Reaction Steps

10 ml (65 mmol) of triethylamine are added to a solution of 5 g (20 mmol) of commercial methyl(S)-2-amino-3-tert-butoxycarbonylaminopropanoate hydrochloride in 150 ml of tert-butanol. The reaction medium is stirred for 20 min at 40° C. and then filtered in order to remove the triethylammonium salts. 3.8 ml (32 mmol) of 1,4-dibromobutane are added to the filtrate thus obtained, and the reaction medium is heated at 80° C. for 3 days. After the insoluble material has been filtered off, the filtrate is concentrated under vacuum. The residue obtained is purified by chromatography on a silica column, elution being carried out with a 98/2 dichloromethane/methanol mixture. 2.9 g (55%) of methyl(S)-3-tert-butoxycarbonylamino-2-pyrrolidin-1-ylpropanoate are obtained in the form of a yellow oil.

Provenance & Evidence