Crystal structure of 4-nitro-phenyl 6- O-ethyl-β-d-galacto-pyran-oside monohydrate

Acta Crystallogr E Crystallogr Commun. 2017 Mar 28;73(Pt 4):598-601. doi: 10.1107/S2056989017004595. eCollection 2017 Apr 1.

Abstract

The synthesis and crystal structure of the title compound, C14H19NO8·H2O, prepared in three steps from 6-O-ethyl-1,2;3,4-di-O-iso-propyl-idene-α-d-galacto-pyran-ose using protecting-group strategies employed in carbohydrate chemistry, is reported. The asymmetric unit consists of a single galactoside mol-ecule, in which the pyran-oid ring has a 4C1 conformation and the 4-nitro-phenyl moiety is essentially planar. In the crystal, each carbohydrate is surrounded by other d-galactose residues and water mol-ecules, linked by O-H⋯O hydrogen bonds involving all hy-droxy groups, giving a two-dimensional substructure lying parallel to (100) and extended into three dimensions by C-H⋯O inter-actions.

Keywords: crystal structure; d-galactose; hydrogen bonding; nitro­phenyl galacto­pyran­osides; pyran­oid ring.