In:
ChemMedChem, Wiley, Vol. 3, No. 2 ( 2008-02-15), p. 356-360
Abstract:
A sphingosine‐1‐phosphate (S1P) analogue containing a terminal alkyl chain amino group is synthesized in a few steps via olefin cross‐metathesis of an optically resolved intermediate and subsequent phosphorylation. Regioselective acylation of this intermediate at its N terminus in solution is demonstrated as a model reaction and provides a biologically active derivative. Finally, the ω‐amino intermediate is immobilized on an affinity matrix. The choice of a UV‐active phosphate protecting group allows for quantification of resin loading after cleavage which amounted to 66 %.
Type of Medium:
Online Resource
ISSN:
1860-7179
,
1860-7187
DOI:
10.1002/cmdc.200700285
Language:
English
Publisher:
Wiley
Publication Date:
2008
detail.hit.zdb_id:
2209649-8
SSG:
15,3
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