Difference between revisions of "Birman's synthesis of sceptrin"

From WikiChem
Jump to: navigation, search
Line 8: Line 8:
  
  
== Synthesis of Staring compound ==
+
== Synthesis of Starting compound ==
 
[[Image:Synthesis_of_Sceptrin_III.jpg‎]]
 
[[Image:Synthesis_of_Sceptrin_III.jpg‎]]
 +
 +
Synthesis of Sceptrin (2nd Generation)
 +
[[Image:Synthesis_of_Sceptrin.jpg‎]]
 +
 +
  
  

Revision as of 12:02, 20 April 2007

Background

        Sceptrin is a useful naturally occurring product. found Agelas sceptrum, which is a sponge that inhabits the Glover Reef in Belize. The chemical has anti-bacterial, antiviral, and anti-histaminic properties. Sceptrin also has anti-muscarinic properties. The term muscarinic is derived from Muscarine, which is an alkaloid poison found in certain fungi.

Retrosynthesis

File:Synthesis of Sceptrin IV.jpg


Synthesis of Starting compound

File:Synthesis of Sceptrin III.jpg

Synthesis of Sceptrin (2nd Generation) File:Synthesis of Sceptrin.jpg




References

  1. Birman, V. B.; Jiang, X.-T., "Synthesis of Sceptrin Alkaloids," Org. Lett. 2004 6(14); 2369-2371. DOI: 10.1021/ol049283g
  2. Baran, P. S.; Zografos, A. L.; O'Malley, D. P. "Short Total Synthesis of (±)-Sceptrin" J. Am. Chem. Soc. 2004 126(12); 3726-3727. DOI: 10.1021/ja049648s