SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .18. SYNTHESIS OF 7-O-ACETYL-N-ACETYLNEURAMINIC, 7,9-DI-O-ACETYL-N-ACETYLNEURAMINIC, AND 7,8,9-TRI-O-ACETYL-N-ACETYLNEURAMINIC ACID-DERIVATIVES

被引:7
作者
HASEGAWA, A
MURASE, T
OGAWA, M
ISHIDA, H
KISO, M
机构
[1] Department of Applied Bioorganic Chemistry, Gifu University
关键词
D O I
10.1080/07328309008543843
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
7-0-, 7,9-Di-O-, and 7,8,9-tri-O-acetyl derivatives of N-acetylneuraminic acid were synthesized starting from benzyl [2-(trimethylsilyl)-ethyl 5-acetamido-3,5-dideoxy-8,9-0-isopropylidene-D-glycero-a-D-galacto-2-nonulopyranosid]onate (1). © 1990, Taylor & Francis Group, LLC. All rights reserved.
引用
收藏
页码:429 / 439
页数:11
相关论文
共 12 条
[1]   SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .18. SYNTHESIS OF 7-O-ACETYL-N-ACETYLNEURAMINIC, 7,9-DI-O-ACETYL-N-ACETYLNEURAMINIC, AND 7,8,9-TRI-O-ACETYL-N-ACETYLNEURAMINIC ACID-DERIVATIVES [J].
HASEGAWA, A ;
MURASE, T ;
OGAWA, M ;
ISHIDA, H ;
KISO, M .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1990, 9 (04) :429-439
[2]   SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .3. SYNTHESIS OF 5-ACETAMIDO-3,5-DIDEOXY-L-ARABINO-2-HEPTULOSONIC ACID-DERIVATIVES AND ANALOGS [J].
HASEGAWA, A ;
ITO, Y ;
ISHIDA, H ;
KISO, M .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1989, 8 (01) :125-133
[3]   BORON-TRIFLUORIDE ETHERATE AS AN EFFECTIVE REAGENT FOR THE STEREOSELECTIVE ONE-POT CONVERSION OF ACETYLATED 2-TRIMETHYLSILYLETHYL GLYCOSIDES INTO SUGAR 1,2-TRANS-ACETATES [J].
JANSSON, K ;
FREJD, T ;
KIHLBERG, J ;
MAGNUSSON, G .
TETRAHEDRON LETTERS, 1986, 27 (06) :753-756
[4]   2-(TRIMETHYLSILYL)ETHYL GLYCOSIDES .3. SYNTHESIS, ANOMERIC DEBLOCKING, AND TRANSFORMATION INTO 1,2-TRANS 1-O-ACYL SUGARS [J].
JANSSON, K ;
AHLFORS, S ;
FREJD, T ;
KIHLBERG, J ;
MAGNUSSON, G ;
DAHMEN, J ;
NOORI, G ;
STENVALL, K .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (24) :5629-5647
[5]   SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .6. A FACILE, REGIO-SELECTIVE AND STEREO-SELECTIVE SYNTHESIS OF GANGLIOSIDE GM3 [J].
MURASE, T ;
ISHIDA, H ;
KISO, M ;
HASEGAWA, A .
CARBOHYDRATE RESEARCH, 1989, 188 :71-80
[6]   SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .5. A FACILE, REGIO AND STEREOSELECTIVE SYNTHESIS OF GANGLIOSIDE GM4 AND ITS POSITION ISOMER [J].
MURASE, T ;
KAMEYAMA, A ;
KARTHA, KPR ;
ISHIDA, H ;
KISO, M ;
HASEGAWA, A .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1989, 8 (02) :265-283
[7]  
RAHMANN H, 1987, NATO ASI SERIES H, V7
[8]  
RAVINDRANATHS MH, 1988, J BIOL CHEM, V263, P2079
[9]  
SCHAUER R, 1988, SIALIC ACIDS
[10]  
Schauer R, CELL BIOL MONOGR, V10