Solid-phase synthesis of polyamines using a Dde-linker: philanthotoxin-4.3.3 via an on-resin Mitsunobu reaction

被引：48
|
作者：
Chhabra, SR [1 ]
Khan, AN [1 ]
Bycroft, BW [1 ]
机构：
[1] Univ Nottingham, Sch Pharmaceut Sci, Nottingham NG7 2RD, England
来源：
TETRAHEDRON LETTERS | 2000年 / 41卷 / 07期
关键词：
solid-phase synthesis; polyamines; Mitsunobu reaction; Dde-linker;
D O I：
10.1016/S0040-4039(99)02239-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：1099 / 1102
页数：4
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