309919-02-6Relevant articles and documents
Practical syntheses of sphingosine-1-phosphate and analogues
Blot, Virginie,Jacquemard, Ulrich,Reissig, Hans-Ulrich,Kleuser, Burkhard
experimental part, p. 759 - 766 (2009/07/19)
Sphingosine-1-phosphate (S1P, 1) is a bioactive sphin- golipid metabolite involved in a variety of critical cellular processes including proliferation, survival, and migration. For this reason the stereoselective syntheses of S1P and analogues are of great interest. Based on L-serine as source of chirality we achieved practical routes to prepare S1P (1) and the aryl group containing analogues 3 and 4 in fair amounts. The crucial stages of the syntheses are: introduction of the required side chain by addition of appropriate organometal- lics to Garner's aldehyde and conversion of the primary alcohols into the corresponding phosphates. Georg Thieme Verlag Stuttgart.