2′,3′-Didehydro-3′-deoxythymidine N-methyl-2-pyrrolidone solvate (D4T·NMPO)

The title compound, 1-(2′,3′-dideoxy-β-D-glycero-pent-2-enofuranosyl)thymine 1-methyl-2-pyrrolidone solvate, C₁₀H₁₂ N₂O₄·C₅H₉NO, is an NMPO solvate of the anti-AIDS agent D4T. In its crystal structure, both the pyrimidine and the furanose rings are planar and approximately perpendicular [82.1 (4)°]. The value of the torsion angle defining the orientation of the thymine with respect to the joined furane, X = -100.8 (4)°, and that of the torsion angle giving the orientation of the hydroxyl group linked to the furane ring, γ = 52.9 (5)°, show that the glycosylic link adopts the so-called high-anti conformation and the 5′-hydroxyl group is in the +sc position. The NMPO solvate is linked to the nucleoside through a fairly strong hydrogen bond.