Nat Prod Res. 2009;23(14):1355-62.
Quiroz-Florentino H, Garcia A, Burgueno-Tapia E, Tamariz J.
Departamento de Quimica Organica, Escuela Nacional de Ciencias Biologicas, Instituto Politecnico Nacional, 11340 Mexico, D.F., Mexico.
Abstract
Three alternative synthetic routes for the synthesis of naturally occurring n-butyl (5-formylfuran-2-yl)methyl succinate (1) are described. One of them started from furfuryl alcohol (4), and the other two synthetic strategies started from 5-(hydroxymethyl)furfural (6), which could be readily obtained from D-fructose. One of the latter involved a two-step reaction sequence: esterification of 6 with succinic anhydride (5) and esterification of the resultant mono-succinate 2 with n-butyl bromide, to give 1 in 85% overall yield. The second, a one-pot two-step synthesis, consisted of treating 6 with 5 followed by the addition of n-butyl bromide to afford the desired natural product 1 in 85% yield.
sumber : http://www.ncbi.nlm.nih.gov
Quiroz-Florentino H, Garcia A, Burgueno-Tapia E, Tamariz J.
Departamento de Quimica Organica, Escuela Nacional de Ciencias Biologicas, Instituto Politecnico Nacional, 11340 Mexico, D.F., Mexico.
Abstract
Three alternative synthetic routes for the synthesis of naturally occurring n-butyl (5-formylfuran-2-yl)methyl succinate (1) are described. One of them started from furfuryl alcohol (4), and the other two synthetic strategies started from 5-(hydroxymethyl)furfural (6), which could be readily obtained from D-fructose. One of the latter involved a two-step reaction sequence: esterification of 6 with succinic anhydride (5) and esterification of the resultant mono-succinate 2 with n-butyl bromide, to give 1 in 85% overall yield. The second, a one-pot two-step synthesis, consisted of treating 6 with 5 followed by the addition of n-butyl bromide to afford the desired natural product 1 in 85% yield.
sumber : http://www.ncbi.nlm.nih.gov
Source:http://www.terapisehat.com/2010/05/total-synthesis-of-natural-succinate.html
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