519753-27-6

Basic information

• Product Name: (4S,2E)-6-((tert-butyldiphenylsilyl)oxy)-4-methoxy-2-methylhex-2-en-1-ol
• Synonyms: (4S,2E)-6-((tert-butyldiphenylsilyl)oxy)-4-methoxy-2-methylhex-2-en-1-ol
• CAS NO: 519753-27-6
• Molecular Weight: 398.618
• Mol File: 519753-27-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4S,2E)-6-((tert-butyldiphenylsilyl)oxy)-4-methoxy-2-methylhex-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,2E)-6-((tert-butyldiphenylsilyl)oxy)-4-methoxy-2-methylhex-2-en-1-ol(519753-27-6)
• EPA Substance Registry System: (4S,2E)-6-((tert-butyldiphenylsilyl)oxy)-4-methoxy-2-methylhex-2-en-1-ol(519753-27-6)

Safety Data

• Hazardous Substances Data: 519753-27-6(Hazardous Substances Data)

Upstream product

• 196512-87-5 (S)-3-Methoxy-tetrahydro-furan-2-ol 
• 159216-42-9 (S)-α-methoxy-γ-butyrolactone 

Downstream Products

• 1297595-60-8 C₃₂H₄₄O₄Si 
• 117582-92-0 iejimalide B 

Relevant articles and documents

Total synthesis of Iejimalide B

Iejimalide B, a structurally unique 24-membered polyene macrolide having a previously underutilized mode of anticancer activity, was synthesized according to a strategy employing Julia-Kocienski olefinations, a palladium-catalyzed Heck reaction, a palladium-catalyzed Marshall propargylation, a Keck-type esterification, and a palladium-catalyzed macrolide-forming, intramolecular Stille coupling of a highly complex cyclization substrate. The overall synthesis is efficient (19.5% overall yield for 15 linear steps) and allows for more practical scaled-up synthesis than previously reported strategies that differed in the order of assembly of key subunits and in the method of macrocyclization. The present synthesis paves the way for efficient preparation of analogues for drug development efforts.