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

The title compound, C(19)H(30)O(9), 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) S (2), slightly distorted towards boat B (2,5). The in...

Descripción completa

Detalles Bibliográficos
Autores principales: Doboszewski, Bogdan, da Silva, Paulo R., Nazarenko, Alexander Y., Nemykin, Victor N.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011695/
https://www.ncbi.nlm.nih.gov/pubmed/21589509
http://dx.doi.org/10.1107/S1600536810046921
Descripción
Sumario:The title compound, C(19)H(30)O(9), 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) S (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.

Ejemplares similares