38774-65-1

Basic information

• Product Name: (22E,24R)-5-hydroxy-5α-ergosta-7,22-diene-3,6-dione
• CAS NO: 38774-65-1
• Molecular Weight: 426.64
• Mol File: 38774-65-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (22E,24R)-5-hydroxy-5α-ergosta-7,22-diene-3,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (22E,24R)-5-hydroxy-5α-ergosta-7,22-diene-3,6-dione(38774-65-1)
• EPA Substance Registry System: (22E,24R)-5-hydroxy-5α-ergosta-7,22-diene-3,6-dione(38774-65-1)

Safety Data

• Hazardous Substances Data: 38774-65-1(Hazardous Substances Data)

Upstream product

• 516-37-0 cerevisterol 

Relevant articles and documents

Synthesis of the Alleged Structures of Fortisterol and Herbarulide and Structural Revision of Herbarulide

The alleged structures of 5,6-epoxy-5,6-secosteroids fortisterol and herbarulide differ only in the stereoconfiguration of C24. Applying insights into the hypothetical biosynthesis of this class of natural products, we devised a short synthetic access (four and eight steps, respectively) starting from commercial ergosterol and featuring an alkoxy radical rearrangement. The comparison of nuclear magnetic resonance spectroscopic data revealed herbarulide having the proposed structure of fortisterol, whereas synthesis of another two diastereomers could not conclusively prove the true structure of fortisterol. Along the way, a high-yielding and scalable access to the infamous Burawoy's ketone not requiring chromium(VI) reagents was developed.