19533-95-0

Basic information

• Product Name: 2,3-BIS(ACETYLOXY)-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER
• Synonyms: 2,3-BIS(ACETYLOXY)-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER
• CAS NO: 19533-95-0
• Molecular Formula: C35H54O6
• Molecular Weight: 0
• Mol File: 19533-95-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3-BIS(ACETYLOXY)-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-BIS(ACETYLOXY)-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER(19533-95-0)
• EPA Substance Registry System: 2,3-BIS(ACETYLOXY)-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER(19533-95-0)

Safety Data

• Hazardous Substances Data: 19533-95-0(Hazardous Substances Data)

Upstream product

• 4373-41-5 maslinic acid 
• 106894-29-5 3-acetylmaslinic acid (TARB-2) 
• 22425-82-7 methyl maslinate 
• 108-24-7 acetic anhydride 
• 186581-53-3 diazomethane 
• 6089-92-5 2α,3β-diacetoxyoleane 12-ene-28-carboxylic acid 

Relevant articles and documents

The chemical and biological potential of C ring modified triterpenoids

A convenient and elegant route has been developed to separate the natural regioisomers triterpenoids ursolic acid (UA) and oleanolic acid (OA) as well as derivatives thereof. Eleven unknown derivatives of OA were designed, synthesized, and their cytotoxicity was investigated. Further sixteen compounds were prepared to correlate all compounds in a SAR study. It could be shown that C-ring modifications of OA and UA have only a moderate influence onto the cytotoxic activity of the compounds but a significant impact onto the ability to trigger apoptosis in ovarian cancer cells (cell line A2780).

Partial synthesis of C-ring derivatives from oleanolic and maslinic acids. Formation of several triene systems by chemical and photochemical isomerization processes

Some triterpenic compounds modified in C-ring were semi-synthesised from oleanolic acid contained in the solid waste of olive-oil pressing. The corresponding esters of oleanolic and maslinic acids rendered products with a diene system, which led to oleantrienes resembling previtamin D2 by an electrocyclic reaction. Chemical and photochemical isomerization of these compounds yielded two different trienes with similar structure to tachysterol and vitamin D2.

Semi-synthesis of triterpene A-ring derivatives from oleanolic and maslinic acids. Part II. Theoretical and experimental 13C chemical shifts

Maslinic acid was obtained from olive-pressing residues, an several derivatives were formed. Rearrangements of 2-tosyloxy-derivatives of methyl maslinate made out by acetolysis. The main product of these rearrangements contained a cyclopentanic A-ring as