Synthesis of a C3-symmetric macrocycle with alternating sugar amino acid and tyrosine residues

被引：13

作者：

Billing, JF ^{[1
]}

Nilsson, UJ ^{[1
]}

机构：

[1] Lund Univ, SE-22100 Lund, Sweden

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 06期

关键词：

sugar amino acids; cyclic peptides; C-3; symmetry; macrocycles;

D O I：

10.1016/j.tetlet.2004.12.038

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A C-3-symmetric macrocycle with alternating sugar amino acid and tyrosine residues was synthesized in seven steps from tyrosine tert-butyl ester and a sugar amino acid precursor derived from D-glucosamine. An Fmoc-protected D-glucosamine derivative was oxidized at C-6 to give the sugar amino acid, which was immediately coupled to tyrosine tert-butyl ester to produce an orthogonally protected building block. This building block was Subsequently elongated to the trimer via the dimer, and finally cyclized to give the C-3-symmetric macrocycle. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：991 / 993

页数：3

共 21 条

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