Abstract
The title compound, C21H24N2O8, was synthesized by a 1,3-dipolar cycloaddition reaction of dimethyl fumarate, diethyl 2-aminomalonate and 4-cyanobenzaldehyde. Both methyl ester groups display a trans configuration and the pyrrolidine ring possesses an envelope conformation, with the C atom in the 3-position as the flap. In the crystal, N—H⋯N hydrogen bonds and weak C—H⋯O interactions occur.
Highlights
The title compound, C21H24N2O8, was synthesized by a 1,3dipolar cycloaddition reaction of dimethyl fumarate, diethyl 2aminomalonate and 4-cyanobenzaldehyde
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU5557)
Symmetry codes: (i) −x+1, y−1/2, −z+1/2; (ii) −x+2, y−1/2, −z+1/2; (iii) x+1/2, −y+3/2, −z+1
Summary
Key indicators: single-crystal X-ray study; T = 291 K; mean (C–C) = 0.005 A; R factor = 0.050; wR factor = 0.141; data-to-parameter ratio = 8.9. The title compound, C21H24N2O8, was synthesized by a 1,3dipolar cycloaddition reaction of dimethyl fumarate, diethyl 2aminomalonate and 4-cyanobenzaldehyde. Both methyl ester groups display a trans configuration and the pyrrolidine ring possesses an envelope conformation, with the C atom in the 3position as the flap. N—HÁ Á ÁN hydrogen bonds and weak C—HÁ Á ÁO interactions occur. Related literature For the biological activity of pyrrolidine derivatives, see: Coldham & Hufton (2005); Pandey et al (2006); Schreiber et al (2000).
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