Synthesis of penta-N-protected homocaldopentamine and its selective acylation

被引:21
作者
Pak, JK [1 ]
Hesse, M [1 ]
机构
[1] Univ Zurich, Inst Organ Chem, CH-8057 Zurich, Switzerland
关键词
D O I
10.1021/jo980689e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the penta-N-protected polyamine homocaldopentamine {PA 4333, 1, tert-butyl N-[9-allyl-16-azido-13-(2,2,2-trichloro-tert-butoxycarbonyl)-5-(trimethylsilylethylsulfonyl)-5,9,13-triazahexadec-1-yl]carbamate}, containing five independent amino-protecting groups is described. These five protecting groups used-allyl, azido, tert-butoxycarbonyl (BOC), 2,2,2-trichloro-tert-butoxycarbonyl (TCBOC), and trimethylsilylethylsulfonyl (SES)-were removed selectively. The acylation with p-methoxycinnamoyl chloride at each nitrogen of the pentaamine was determined.
引用
收藏
页码:8200 / 8204
页数:5
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