74048-33-2Relevant academic research and scientific papers
Stereochemistry of hydrogen peroxide - Acetic acid oxidation of ursolic acid and related compounds
Tkachev, Alexey V.,Denisov, Alexey Yu.,Gatilov, Yuri V.,Bagryanskaya, Irina Yu.,Shevtsov, Sergey A.,Rybalova, Tatjana V.
, p. 11459 - 11488 (2007/10/02)
Stereochemistry of a number of oxidized derivatives or ursolic acid was established using NMR data and X-ray analysis. Full signal assignments were made in 1H and 13C NMR spectra of 26 natural and synthetic ursane type triterpenoids. Possible mechanisms of oxidation of ursolic acid and related compounds by peracids, as well as mechanisms of secondary processes, were formulated basing on chemical behavior and molecular mechanics calculations of the starting materials and certain intermediate species.
PROLONGED TREATMENT OF ACETYLMETHYL URSOLIC ACID WITH H2O2/ACETIC ACID - A FACILE ONE-POT SYNTHESIS OF 15α-HYDROXY ANALOGUE
Siddiqui, Salimuzzaman,Siddiqui, Bina Shaheen,Adil, Qayyum,Begum, Sabira
, p. 3569 - 3580 (2007/10/02)
With a view to obtain new compounds bearing potential applications in the biogenetic type synthesis of natural products, acetylmethyl ursolic acid (1) was subjected to prolonged treatment with H2O2/AcOH on boiling water bath.Several such products (2, 3, 5 and 7) have thus been obtained.A new one-pot partial synthesis of 15α-hydroxy Δ12-analogues of pentacyclic triterpenes of amyrin series has been achieved. 13C-NMR spectral data of the major product are also described.
