115976-91-5Relevant academic research and scientific papers
Solid-phase synthesis of polyamines using a Dde-linker: Philanthotoxin- 4.3.3 via an on-resin Mitsunobu reaction
Chhabra, Siri Ram,Khan, Azra N.,Bycroft, Barrie W.
, p. 1099 - 1102 (2000)
A Dde linker/solid-phase procedure for the stepwise construction of polyamines is illustrated with the synthesis of philanthotoxin-4.3.3. Resin- bound 4-aza-1,7-heptanediamine was N4-protected and N7-activated in a single operation with 2-nitrobenzenesulphonyl chloride. Alkylation with N- Fmoc-4-aminobutanol under Mitsunobu conditions completed the polyamine backbone. Deprotection of the sulphonamide groups was readily achieved with thiolates in DMF at room temperature. (C) 2000 Elsevier Science Ltd.
Total Synthesis of Polyamine Amides PhTX-4.3.3 and PhTX-3.4.3: Reductive Alkylation is a Rapid, Practical Route to Philanthotoxins
Eduardo, Moya,Blagbrough, Ian S.
, p. 9401 - 9404 (2007/10/02)
Reductive alkylation allows a rapid and practical entry to the polyamine amide wasp toxin philanthotoxin-4.3.3.Philanthotoxin-3.4.3 has been prepared, in two steps, by the monoacylation of sperimine.These polyamine amides are selective molecular pharmacological tools for cation channels gated by glutamic acid and acetylcholine, and may have potential as a neuroprotective agents.
