22478-65-5

Basic information

• Product Name: 18-rabieta-8,11,13-trien-4-ol
• Synonyms: 18-rabieta-8,11,13-trien-4-ol;18-Norabieta-8,11,13-trien-4-ol
• CAS NO: 22478-65-5
• Molecular Formula: C₁₉H₂₈O
• Molecular Weight: 272.42502
• Mol File: 22478-65-5.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 18-rabieta-8,11,13-trien-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 18-rabieta-8,11,13-trien-4-ol(22478-65-5)
• EPA Substance Registry System: 18-rabieta-8,11,13-trien-4-ol(22478-65-5)

Safety Data

• Hazardous Substances Data: 22478-65-5(Hazardous Substances Data)

Usage

General Description

18-rabieta-8,11,13-trien-4-ol is a chemical compound belonging to the group of rabieta compounds, which are natural products found in plants. It is a triterpenoid alcohol with a complex structure containing 18 carbon atoms, and is derived from the triterpenoid 18-β-oleanane. 18-rabieta-8,11,13-trien-4-ol has been identified as a bioactive component in various plant species, and has been studied for its potential medicinal properties. Research suggests that 18-rabieta-8,11,13-trien-4-ol may have anti-inflammatory, antioxidant, and anticancer activities, making it a potentially valuable compound for pharmaceutical and medicinal applications.

Upstream product

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• 1740-19-8 dehydroabietic acid 
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• 22566-05-8 19-Nor-4α-acetoxy-Δ^8,11,13-abietatrien 
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Downstream Products

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Relevant articles and documents

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Hindered dialkyl ether synthesis with electrogenerated carbocations

Hindered ethers are of high value for various applications; however, they remain an underexplored area of chemical space because they are difficult to synthesize via conventional reactions1,2. Such motifs are highly coveted in medicinal chemistry, because extensive substitution about the ether bond prevents unwanted metabolic processes that can lead to rapid degradation in vivo. Here we report a simple route towards the synthesis of hindered ethers, in which electrochemical oxidation is used to liberate high-energy carbocations from simple carboxylic acids. These reactive carbocation intermediates, which are generated with low electrochemical potentials, capture an alcohol donor under non-acidic conditions; this enables the formation of a range of ethers (more than 80 have been prepared here) that would otherwise be difficult to access. The carbocations can also be intercepted by simple nucleophiles, leading to the formation of hindered alcohols and even alkyl fluorides. This method was evaluated for its ability to circumvent the synthetic bottlenecks encountered in the preparation of 12 chemical scaffolds, leading to higher yields of the required products, in addition to substantial reductions in the number of steps and the amount of labour required to prepare them. The use of molecular probes and the results of kinetic studies support the proposed mechanism and the role of additives under the conditions examined. The reaction manifold that we report here demonstrates the power of electrochemistry to access highly reactive intermediates under mild conditions and, in turn, the substantial improvements in efficiency that can be achieved with these otherwise-inaccessible intermediates.