A CONCISE SEMISYNTHETIC APPROACH TO BETULINIC ACID FROM BETULIN

Citation
Dshl. Kim et al., A CONCISE SEMISYNTHETIC APPROACH TO BETULINIC ACID FROM BETULIN, Synthetic communications, 27(9), 1997, pp. 1607-1612
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397911
Volume
27
Issue
9
Year of publication
1997
Pages
1607 - 1612
Database
ISI
SICI code
0039-7911(1997)27:9<1607:ACSATB>2.0.ZU;2-P
Abstract
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.