76280-80-3

Basic information

• Product Name: (1S,4aR,10aS)-7-Methoxy-4a-methyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthren-1-ol
• CAS NO: 76280-80-3
• Molecular Weight: 246.349
• Mol File: 76280-80-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,4aR,10aS)-7-Methoxy-4a-methyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthren-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4aR,10aS)-7-Methoxy-4a-methyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthren-1-ol(76280-80-3)
• EPA Substance Registry System: (1S,4aR,10aS)-7-Methoxy-4a-methyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthren-1-ol(76280-80-3)

Safety Data

• Hazardous Substances Data: 76280-80-3(Hazardous Substances Data)

Upstream product

• 1424371-49-2 C₁₆H₂₂O₂ 
• 626-20-0 3-methoxystyrene 
• 75-24-1 trimethylaluminum 

Downstream Products

• 469-83-0 (+/-)-cafestol 

Relevant articles and documents

Total synthesis of (±)-cafestol: A late-stage construction of the furan ring inspired by a biosynthesis strategy

An efficient bioinspired approach to the total synthesis of (±)-cafestol features a late-stage installation of the furan ring with a mild Au-catalyzed cycloisomerization. The Et2AlCl-promoted aldehyde-ene cyclization and subsequent Friedel-Crafts reaction deliver a requisite tricyclic system in gram scale with high stereo- and regioselectivity. Moreover, a highly stereoselective SmI2-mediated aldehyde-alkene radical cyclization furnishes the key bicyclo[3.2.1]octane skeleton to offer an advanced intermediate for the synthesis of other oxygenated ent-kaurene diterpenoids.