6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-D-gala ctopyranose

Acta Crystallographica Section E Structure Reports Online (Impact Factor: 0.35). 12/2010; 66(Pt 12):o3217-8. DOI: 10.1107/S1600536810046921
Source: PubMed


The title compound, C19H30O9, was prepared by substitution at the C6 position in 1,2;3,4-di-O-isopropyl­idene-6-O-trifluoro­methane­sulfonyl-d-galactose using sodium eth­oxy­malonate in dimethyl­formamide. The conformation is skew-boat 0
2, slightly distorted towards boat B
2,5. The inflexible pyran­ose structure makes the title compound a suitable inter­mediate for further synthetic work by keeping stereogenic carbon atoms safe from inversion. Several short intra­molecular C—H⋯ O contacts may stabilize the conformation of the mol­ecule. Inter­molecular C—H⋯O inter­actions also occur.

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