A concise semi-synthetic approach to betulinic acid from betulin

Article abstract of DOI:10.1080/00397919708006099

Betulin was convert to betulinic acid using two different synthetic routes. The first approach involved an oxidation of betulin using Jones' reagent to betulinic acid and subsequent NaBH₄ reduction to betulinic acid. The second approach involved steps utilizing different protecting groups on the alcohol functional groups of betulin and Jones' oxidation to circumvent the isomerization of the secondary alcohol of betulinic acid.

Full text of DOI:10.1080/00397919708006099

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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A Concise Semi-Synthetic
Approach to Betulinic Acid
from Betulin
a
a
Darrick S. H. L. Kim , Zhidong Chen , van Tuyen
a
a
a
Nguyen , John M. Pezzuto , Shengxiang Qiu
&
a
Zhi-Zhen Lu
a
Department of Medicinal Chemistry and
Pharmacognosy (m/c 877), College of Pharmacy,
University of Illinois at Chicago, 833 South Wood St.,
Chicago, IL, 60612-7231
Version of record first published: 22 Aug 2006
To cite this article: Darrick S. H. L. Kim, Zhidong Chen, van Tuyen Nguyen, John M.
Pezzuto, Shengxiang Qiu & Zhi-Zhen Lu (1997): A Concise Semi-Synthetic Approach to
Betulinic Acid from Betulin, Synthetic Communications: An International Journal for
Rapid Communication of Synthetic Organic Chemistry, 27:9, 1607-1612
To link to this article: http://dx.doi.org/10.1080/00397919708006099
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