6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranose

6-[Bis(ethoxycarbonyl)methyl]-6-deoxy-1,2;3,4-di-O-isopropylidene-d-galactopyranose

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 0S2, slightly distorted towards boat B2,5. The inflexible pyranose str...

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Bibliographic Details
Main Authors: Victor N. Nemykin, Paulo R. da Silva, Bogdan Doboszewski, Alexander Y. Nazarenko
Format: Article
Language:English
Published: International Union of Crystallography 2010-12-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536810046921
Description
Summary: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 0S2, slightly distorted towards boat B2,5. 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.
ISSN:1600-5368

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