6713-27-5Relevant academic research and scientific papers
An efficient synthesis of moronic and heterobetulonic acids from allobetulin
Khusnutdinova, El'Mira F.,Medvedeva, Natalya I.,Kazakov, Dmitri V.,Kukovinets, Olga S.,Lobov, Alexander N.,Suponitsky, Kirill Yu.,Kazakova, Oxana B.
, p. 148 - 151 (2016)
The reaction of acetoxyallobetulin with HClO4 in refluxing Ac2O led to a mixture of diacetoxyheterobetulin (3β,28-diacetoxy-18α,19βH-urs-20-ene), diacetoxymoradiol (3β,28-diacetoxy-olean-18(19)-ene), 3β-acetoxy-21β-acetyl-20β,28-epoxy-18α,19βH-ursane, and diacetoxy-δ-erythrodiol (3β,28-diacetoxy-olean-13(18)-ene), which were isolated by column chromatography in yields of 18%, 37%, 39%, and 2%, respectively. Deacetylation of diacetoxyheterobetulin and diacetoxymoradiol followed by Jones oxidation of the corresponding triterpene 3β,28-diols led to heterobetulonic and moronic acids with overall yields of 17% and 35% from acetoxyallobetulin, respectively. The reported route makes possible the medium-to-large scale preparation of these pharmacologically important triterpenic acids.
Synthesis of olean-18(19)-ene derivatives from betulin
Flekhter,Medvedeva,Tolstikov,Galin,Yunusov,Mai, Huong Nguen Thi,Tien, Le Viet,Savinova,Boreko,Titov,Glukhov
, p. 233 - 239 (2009)
The rare olean-18(19)-ene triterpenoids moradiol and moronic acid were synthesized from betulin, and their antiviral properties were investigated.
Efficient synthesis of morolic acid and related triterpenes starting from betulin
Zhang, Pu,Hao, Jia,Liu, Jun,Zhang, Luyong,Sun, Hongbin
experimental part, p. 4304 - 4309 (2009/10/09)
Morolic acid (1) is a naturally occurring pentacyclic triterpene whose derivatives exhibit promising anti-HIV and other biological activities. An efficient synthesis of 1 has been accomplished in 11 steps with a total yield of 24% starting from betulin. S
