Betulin was convert to betulinic acid using two different synthetic ro
utes. The first approach involved an oxidation of betulin using Jones'
reagent to betulonic acid and subsequent NaBH4 reduction to betulinic
acid. The second approach involved steps utilizing different protecti
ng groups on the alcohol functional groups of betulin and Jones' oxida
tion to circumvent the isomerization of the secondary alcohol of betul
inic acid.