3-Amino-1-propanol → 3-(3-Hydroxypropyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

Participants

Reaction Conditions

Reaction Steps

A mixture of cyclopropane-2,3-dicarboxylic acid anhydride (purchased at Acros, Ref 37012-0010, 500 mg, 1.0 eq.) and 3-amino-1-propanol (340 mL, 1.0 eq.) was heated 6 h at 180° C. The reaction mixture was purified on silica, eluting with a 98:2 to 19:1 gradient of dichloromethane/methanol, to yield 360 mg (49%) of the desired product as light yellow solid. MS (m/e): 168.1 (M−H−, 100%)

Provenance & Evidence