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Updated: Aug 24, 2026

Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate
Published on: April 24, 2018
1,2,5-Substituted derivatives of 2-phenylpyrrolidine
Rafael Tamazyan1, Harutyun Karapetyan, Ashot Martirisyan
1Molecule Structure Research Center, National Academy of Sciences RA, Azatutyan Avenue 26, 375014 Yerevan, Republic of Armenia. rafael@msrc.am
Abstract:
The structures of the potential anti-human-immunodeficiency virus type 1 (HIV-1) non-nucleoside reverse transcriptase inhibitors (NNRTI) 1-tert-butoxycarbonyl-2-phenylpyrrolidine-2-carboxylic acid, C(16)H(21)NO(4), (I), and 2-ammoniomethyl-1-benzyl-5-oxo-2-phenylpyrrolidine chloride, C(18)H(21)N(2)O(+).Cl(-), (II), have been investigated by X-ray diffraction. The investigations confirm a butterfly-like conformation for both compounds. In (I), the pyrrolidine ring has a marked half-chair conformation, while it has a weakly pronounced envelope conformation in (II). Intermolecular hydrogen bonds, viz. O-H.O in (I), and N-H.O and N-H.Cl in (II), build infinite chains in both structures. Rotational disorder of the three methyl groups is observed in (I).
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