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Improved Synthesis of (-)-Agelastatin A.
- Source :
-
Synthetic Communications . 2009, Vol. 39 Issue 11, p1914-1919. 6p. 3 Diagrams, 1 Chart. - Publication Year :
- 2009
-
Abstract
- Optimization of key steps in the synthesis of the architecturally unique tetracyclic antitumor alkaloid (-)-agelastatin A (1) improved the overall yield of the 11-step process (eight operations) from 9% to 23%. Changing the solvent and using a more efficient N-benzyl deprotecting-group procedure enhanced the yields of the C-ring and D-ring intermediates, (-)-4 and (-)-7, respectively. Bromination of (-)-7 with 1,3-dibromo-5,5-dimethylhydantoin, rather than N-bromosuccinimide (NBS), increased the yield of (-)-1 from 69% to more than 94% yield. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00397911
- Volume :
- 39
- Issue :
- 11
- Database :
- Academic Search Index
- Journal :
- Synthetic Communications
- Publication Type :
- Academic Journal
- Accession number :
- 38313884
- Full Text :
- https://doi.org/10.1080/00397910802618885