18459-13-7Relevant articles and documents
Practical syntheses of [13C]- and [14C]-labelled glucosphingolipids
Duffin, Gordon R.,Ellames, George J.,Hartmann, Sascha,Herbert, John M.,Smith, David I.
, p. 2237 - 2242 (2007/10/03)
Synthetic routes to [glucose-U-14C]-1-O-(β-D-glucopyranosyl)-N-stearoyl-D-erythro-sp hingosine 1b and to [glucose-13C6]-1-O-(β-D-glucopyranosyl)sphingosine ([glucose-13C6]glucopsychosine, 2b) are described. Whereas the protected ceramide precursor for lb was prepared using conventional methodology, two new strategies were developed in the course of the synthesis of 2b. Of these, one relies on keeping a protecting group in place at all times to avoid the handling difficulties associated with sphingosine 4, while the other generates a protected derivative (24) of sphingosine indirectly by means of a Mitsunobu inversion.