Synthesis of aminoglycoside derivatives on a Cbz-type heavy fluorous tag

被引：19
作者：
Mizuno, Mamoru
Matsumoto, Hiroharu
Goto, Kohtaro
Hamasaki, Keita
机构：
[1] Noguchi Inst, Glycoorgan Chem Lab, Itabashi Ku, Tokyo 1730003, Japan
[2] Shibaura Inst Technol, Dept Appl Chem, Koto Ku, Tokyo 1358548, Japan
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 50期
关键词：
D O I：
10.1016/j.tetlet.2006.10.064
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Four aminoglycoside derivatives containing a 2,6-diamino-2,6-dideoxy-D-glucopyranose disaccharide structure were successfully prepared by using a Cbz-type heavy fluorous tag in a fluorous synthesis. A Cbz-type heavy fluorous tag was prepared using the hexakis(fluorous chain)-type alcohol 11, and the fluorous alcohol 11 was recovered in good yield after the synthesis of aminoglycoside derivatives. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8831 / 8835
页数：5
相关论文
共 20 条
[1]   Metal catalyzed diazo transfer for the synthesis of azides from amines [J].
Alper, PB ;
Hung, SC ;
Wong, CH .
TETRAHEDRON LETTERS, 1996, 37 (34) :6029-6032
[2]  
Curran D.P., 2004, HDB FLUOROUS CHEM
[3]   Synthesis of peptides and oligosaccharides by using a recyclable fluorous tag [J].
Goto, K ;
Miura, T ;
Mizuno, M .
TETRAHEDRON LETTERS, 2005, 46 (48) :8293-8297
[4]   Rapid oligosaccharide synthesis on a novel benzyl-type fluorous support [J].
Goto, K ;
Miura, T ;
Mizuno, M ;
Takaki, H ;
Imai, N ;
Murakami, Y ;
Inazu, T .
SYNLETT, 2004, (12) :2221-2223
[5]   Aminoglycoside antibiotics, neamine and its derivatives as potent inhibitors for the RNA-protein interactions derived from HIV-1 activators [J].
Hamasaki, K ;
Ueno, A .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (04) :591-594
[6]  
HAMASAKI K, 2004, TETRAHEDRON, V41, P8372
[7]  
Hooper I.R., 1982, Aminoglycoside Antibotic
[8]   FACILE CATALYST SEPARATION WITHOUT WATER - FLUOROUS BIPHASE HYDROFORMYLATION OF OLEFINS [J].
HORVATH, IT ;
RABAI, J .
SCIENCE, 1994, 266 (5182) :72-75
[9]  
KIM MK, 2002, INFEC DIS T, V28, P125
[10]   Oligosaccharide synthesis on a fluorous support [J].
Miura, T ;
Goto, KT ;
Hosaka, D ;
Inazu, T .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (18) :2047-2051
12