Five different approaches to the preparation of -3,4-(1,4-dimethoxy-2,
3-naphtho)-1,5-dioxosuberane (3), an intermediate needed for the synth
esis of radermachol (1), the red pigment from the roots of Radermacher
a xylocarpa, are described. The synthesis of radermachol (1) has been
accomplished from 1,4-nephthoquinone in 14 steps.