(2R,3S,4R)-3,4-Isopropyl-idenedi-oxy-2-(phenyl-sulfonyl-meth-yl)pyrrolidin-1-ol

Abstract

The title compound, C(14)H(19)NO(5)S, was prepared by nucleophilic addition of the lithium derivative of methyl-phenyl-sulfone to (3S,4R)-3,4-isopropyl-idene-dioxy-pyrroline 1-oxide. There are four mol-ecules in the asymmetric unit. The crystal structure determination confirms the configuration of the chiral centres as 2R,3S,4R. In the crystal, pairs of O-H⋯N hydrogen bonds link the mol-ecules into dimers.

Fig. 1.

Reaction scheme.

Fig. 2.

Views of molecules A, B, C and D with the atomic numbering schemes. Displacement ellipsoids are drawn at the 30% probability level. Hydrogen atoms are shown as spheres of arbitrary radius.

Fig. 3.

A view of the N—H···O hydrogen bonds in a dimer.

Fig. 4.

Crystal packing of C14H19NO5S viewed along a axis, showing intermolecular hydrogen bonding.