402829-45-2Relevant academic research and scientific papers
A highly efficient and versatile synthesis of D- and L-erythro-sphinganine
Hertweck,Sebek,Svato?
, p. 1965 - 1967 (2007/10/03)
An expedient convergent synthesis of naturally occurring C18-erythro-sphinganine (dihydrosphingosine, 1) is presented. Chiral protected 2-amino-1,3,4-butanetriol 6 is readily transformed into oxazolinyl oxirane building block 9, which is alkylated by a copper mediated SN2 type nucleophilic substitution with tetradecylmagnesium chloride. This method promises to be suited for largescale syntheses and for rapid access to sphinganine analogues modified in the backbone.
