Efficient synthesis of deuterium- and tritium-labeled D-erythro-sphingosine

Article abstract of DOI:10.1002/(SICI)1099-1344(199909)42:9<815::AID-JLCR242>3.0.CO;2-2

Deuterium- and tritium-labeled D-erythro-sphingosine (1b and 1c) were prepared by an efficient approach based on a known stereoselective total synthesis. Tritium was introduced at C-1 by [³H]NaBH₄ reduction in the final synthetic step to give 1c of high radiochemical purity. 1,1,3-Trideuterio-D-erythro-sphingosine (1b) was prepared similarly and showed > 99.5% enantiomeric purity and a high level of deuterium incorporation.