Solid-phase synthesis of polyamines using a Dde-linker: philanthotoxin-4.3.3 via an on-resin Mitsunobu reaction
Solid-phase synthesis of polyamines using a Dde-linker: philanthotoxin-4.3.3 via an on-resin Mitsunobu reaction
复制标题
DOI：
10.1016/s0040-4039(99)02239-x
复制
发表时间：
2000-02-12
影响因子：
1.8
通讯作者：
Bycroft, BW
中科院分区：
文献类型：
--
作者：
Chhabra, SR;Khan, AN;Bycroft, BW
通过 philanthotoxin-4.3.3 的合成说明了逐步构建多胺的 Dde 连接子/固相程序。与树脂结合的 4-氮杂-1,7-庚二胺在使用 2-硝基苯磺酰氯的单一操作中进行 N-4 保护和 N-7 活化。在 Mitsunobu 条件下用 N-Fmoc-4-氨基丁醇进行烷基化，完成多胺主链。在室温下，使用 DMF 中的硫醇盐即可轻松实现磺酰胺基团的脱保护。 (C) 2000 Elsevier Science Ltd. 保留所有权利。
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 N-4-protected and N-7-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. All rights reserved.