5956-26-3

Basic information

• Product Name: (24Z)-3-oxolanosta-8,24-dien-26-oic acid
• CAS NO: 5956-26-3
• Molecular Formula: C₃₀H₄₆O₃
• Molecular Weight: 454.6844
• Mol File: 5956-26-3.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 566°C at 760 mmHg
• Flash Point: 310.2°C
• Density: 1.07g/cm³
• Vapor Pressure: 2.71E-14mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: (24Z)-3-oxolanosta-8,24-dien-26-oic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (24Z)-3-oxolanosta-8,24-dien-26-oic acid(5956-26-3)
• EPA Substance Registry System: (24Z)-3-oxolanosta-8,24-dien-26-oic acid(5956-26-3)

Safety Data

• Hazardous Substances Data: 5956-26-3(Hazardous Substances Data)

Usage

General Description

The chemical compound known as (24Z)-3-oxolanosta-8,24-dien-26-oic acid is a member of the oleanane-type triterpenoids, which are naturally occurring compounds found in plants. It is a derivative of oleanolic acid, a well-known triterpenoid found in many plant species. This particular compound has a 24Z double bond and an additional carboxylic acid group at the 26th carbon position. It may have potential biological activities and pharmaceutical applications, and it is often studied in the context of natural product research and drug development.

Synthetic route

24Z-masticadienonic acid (514-49-8) → 24Z-isomasticadienonic acid (5956-26-3)

Conditions	Yield
With hydrogenchloride; chloroform

24Z-isomasticadienonic acid (5956-26-3) → 3-beta-isomasticadienolic acid (31539-03-4)

Conditions	Yield
With methanol; sodium tetrahydroborate at 0 - 20℃;	82%
With sodium tetrahydroborate

diazomethane (186581-53-3, 908094-01-9) + 24Z-isomasticadienonic acid (5956-26-3) → isomasticadienonic acid methyl ester (57303-62-5)

24Z-isomasticadienonic acid (5956-26-3) → tirucalla-8,24c-diene-3β,26-diol (5938-01-2)

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

24Z-isomasticadienonic acid (5956-26-3) → (25Ξ)-3-oxo-tirucall-8-en-26-oic acid (56305-10-3)

Conditions	Yield
With palladium; ethyl acetate Hydrogenation;

24Z-isomasticadienonic acid (5956-26-3) → (25Ξ)-3β-hydroxy-tirucall-8-en-26-oic acid (56305-12-5, 56324-38-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium; ethyl acetate / Hydrogenation 2: NaBH4 View Scheme

methanol (67-56-1) + 24Z-isomasticadienonic acid (5956-26-3) + diazomethyl-trimethyl-silane (18107-18-1) → isomasticadienonic acid methyl ester (57303-62-5)

Conditions	Yield
In dichloromethane for 1h;

24Z-isomasticadienonic acid (5956-26-3) → C30H50O2 + tirucalla-8,24c-diene-3β,26-diol (5938-01-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 1 h 2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C View Scheme

24Z-isomasticadienonic acid (5956-26-3) → 24-Z-3-O-acetyl-isomasticadienolic acid

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; methanol / 0 - 20 °C 2: pyridine / 20 °C View Scheme

24Z-isomasticadienonic acid (5956-26-3) → 3-O-acetyl-epiisomasticadienolic acid

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; methanol / 0 - 20 °C 2: pyridine; dmap / 20 °C View Scheme

Upstream product

• 514-49-8 24Z-masticadienonic acid 

Downstream Products

• 31539-03-4 3-beta-isomasticadienolic acid