Research Article: 2,3,4,6-Tetra-O-acetyl-β-d-galacto­pyrano­syl butyrate

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): Yan-Li Cui, Ming-Han Xu, Jian-Wei Mao, Yong-Ping Yu.

http://doi.org/10.1107/S1600536811055814

Abstract

The title compound, C18H26O11, was synthesized by a condensation reaction of 2,3,4,6-tetra-O-acetyl-α-d-galactopyranosyl bromide and butyric acid. The acet­oxy­methyl and butyrate groups are located on the same side of the pyran ring, showing the β configuration for the d-glycosyl ester; the butyl group adopts an extend conformation, the C—C—C—C torsion angle being 179.1 (7)°. In the crystal, the mol­ecules are linked by weak C—H⋯O hydrogen bonds.

Partial Text

For the total synthesis of glycosyl esters, see: Li et al. (1992 ▶); Smith et al. (1986 ▶). For the anti-tumor activities of glycosyl esters, see: Feldman et al. (2000 ▶). For related structures, see: Sambaiah et al. (2001 ▶); Parkanyi et al. (1987 ▶); Roslund et al. (2004 ▶); Liu et al. (2009 ▶); Kumar et al. (2005) ▶. For the synthesis, see: Loganathan & Trivedi (1987 ▶).

 

Source:

http://doi.org/10.1107/S1600536811055814