28282-65-7

Basic information

• Product Name: dehydroilludin M
• Synonyms: dehydroilludin M
• CAS NO: 28282-65-7
• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30162
• Mol File: 28282-65-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: dehydroilludin M(CAS DataBase Reference)
• NIST Chemistry Reference: dehydroilludin M(28282-65-7)
• EPA Substance Registry System: dehydroilludin M(28282-65-7)

Safety Data

• Hazardous Substances Data: 28282-65-7(Hazardous Substances Data)

Upstream product

• 37617-37-1 4-Bromo-5,5-dimethyl-2-cyclopentenone 
• 56172-71-5 1-Acetylcyclopropane-1-carboxylic acid 
• 1146-04-9 illudin M 
• 133374-49-9 1-acetyl-1-(diazoacetyl)cyclopropane 
• 127-09-3 sodium acetate 

Relevant articles and documents

Synthesis of [3H]-illudin S, [3H]-acylfulvene, [3H]and[14C]- hydroxymethylacylfulvene (MGI 114)

Tritiated derivatives of the toxic sesquiterpene illudin S (1) have been prepared by fermentation of Omphalotus illudens in the presence of [3H]- sodium acetate. [3H]-illudin S was converted to antitumor [3H]-acylfulvene (4) by treatment with dilute sulfuric acid. Antitumor [14C]- hydroxymethylacylfulvene (5) was best prepared by reacting acylfulvene with [14C]-paraformaldehyde in dilute sulfuric acid.

Total synthesis of (±)-illudin M

(+)-Illudin M (1) was synthesized in six steps starting from 1-acetyl-1-(diazoacetyl)cyclopropane (4) and 4-bromo-5,5-dimethyl-2-cyclopentenone (5). The key step of the synthesis featured a carbonyl ylide 1,3-dipolar cycloaddition reaction that was mediat