Synthesis of pyranoid δ-sugar amino acids and their oligomers from per-benzylated β-C-vinyl glucoside

被引：19

作者：

Durrat, F ^{[1
]}

Xie, J ^{[1
]}

Valéry, JM ^{[1
]}

机构：

[1] Univ Paris 06, CNRS, UMR 7613, Equipe Chim Glucides, F-75005 Paris, France

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 07期

关键词：

delta-sugar amino acid; C-glucoside; oligomer;

D O I：

10.1016/j.tetlet.2003.12.032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two pyranoid delta-sugar amino acids were prepared from the common per-benzylated beta-C-vinyl glucoside and easily oligomerised using solution-phase coupling methodology. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：1477 / 1479

页数：3

共 16 条

[1] Sugar amino acids and their uses in designing bioactive molecules [J].

Chakraborty, TK ;

Ghosh, S ;

Jayaprakash, S .

CURRENT MEDICINAL CHEMISTRY, 2002, 9 (04) :421-435

[2] Pyranosyl sugar amino acid conjugates:: Their biological origins, synthetic preparations, and structural characterization (Reprinted from Glycochemistry:: Principles, Synthesis, and Applications, pg 493-534, 2001) [J].

Gervay-Hague, J ;

Weathers, TM .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 2002, 21 (7-9) :867-910

[3] Carbohydrate-based mimetics in drug design: Sugar amino acids and carbohydrate scaffolds [J].

Gruner, SAW ;

Locardi, E ;

Lohof, E ;

Kessler, H .

CHEMICAL REVIEWS, 2002, 102 (02) :491-514

[4] SYNTHESIS OF NAZUMAMIDE-A, A THROMBIN-INHIBITORY LINEAR TETRAPEPTIDE, FROM A MARINE SPONGE, THEONELLA SP [J].

HAYASHI, K ;

HAMADA, Y ;

SHIOIRI, T .

TETRAHEDRON LETTERS, 1992, 33 (35) :5075-5076

[5] C-glycosyl aldehydes: Synthons for C-linked disaccharides [J].

Kobertz, WR ;

Bertozzi, CR ;

Bednarski, MD .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (05) :1894-1897

[6] Synthesis of homogalacturonan fragments [J].

Kramer, S ;

Nolting, B ;

Ott, AJ ;

Vogel, C .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 2000, 19 (07) :891-921

[7] Cyclic homooligomers from sugar amino acids:: Synthesis, conformational analysis, and significance [J].

Locardi, E ;

Stöckle, M ;

Gruner, S ;

Kessler, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (34) :8189-8196

[8]

Schweizer F, 2002, ANGEW CHEM INT EDIT, V41, P230, DOI 10.1002/1521-3773(20020118)41:2<230::AID-ANIE230>3.0.CO

[9]

2-L

[10] Oligomers of glycamino acid [J].

Suhara, Y ;

Yamaguchi, Y ;

Collins, B ;

Schnaar, RL ;

Yanagishita, M ;

Hildreth, JEK ;

Shimada, I ;

Ichikawa, Y .

BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (06) :1999-2013

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