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A sequential high-yielding large-scale solution-method for synthesis of philanthotoxin analogues
- Source :
- Wellendorph , P , Jaroszewski , J W , Hansen , S H & Franzyk , H 2003 , ' A sequential high-yielding large-scale solution-method for synthesis of philanthotoxin analogues ' , European Journal of Medicinal Chemistry , vol. 38 , no. 1 , pp. 117-22 .
- Publication Year :
- 2003
-
Abstract
- A general, improved procedure for rapid synthesis of philanthotoxin analogues, a pharmacologically important class of polyamine conjugates, is described. The solution-phase procedure is illustrated by gram-scale synthesis of philanthotoxins PhTX-343 and PhTX-12. Selectively protected polyamines are coupled to N(alpha)-Fmoc-protected amino acid pentafluorophenyl esters. After removal of the N(alpha)-Fmoc group, the amine is coupled with carboxylic acid pentafluorophenyl esters. Deprotection followed by a rapid and efficient purification by vacuum liquid chromatography on octadecylsilyl silica (RP-18 phase) gave the philanthotoxin analogues in 74-78% overall yield.
Details
- Database :
- OAIster
- Journal :
- Wellendorph , P , Jaroszewski , J W , Hansen , S H & Franzyk , H 2003 , ' A sequential high-yielding large-scale solution-method for synthesis of philanthotoxin analogues ' , European Journal of Medicinal Chemistry , vol. 38 , no. 1 , pp. 117-22 .
- Notes :
- English
- Publication Type :
- Electronic Resource
- Accession number :
- edsoai.on1322625487
- Document Type :
- Electronic Resource