157117-30-1Relevant articles and documents
Regio- and stereocontrolled synthesis ofD-erythrosphingosine and phytosphingosine fromDglucosamine
Murakami, Teiichi,Minamikawa, Hiroyuki,Hato, Masakatsu
, p. 745 - 748 (2007/10/02)
D-erythro-Sphingosine (1) and phytosphingosine (2) have been efficiently synthesized from D-glucosamine by utilizing its whole carbon skeleton and functional groups. In this synthetic route, regioselective alkylation of the epoxy-tosylate 9 was achieved with a copper(I)-catalyzed Grignard reagent to give the key intermediate 10, which was converted to both 1 and 2 via regioselective formation of the iodohydrin 11.