GUANIDINE ANALOGS OF A DEOXYSUGAR

被引:28
作者
CHAN, AWY [1 ]
GANEM, B [1 ]
机构
[1] CORNELL UNIV,BAKER LAB,DEPT CHEM,ITHACA,NY 14853
关键词
D O I
10.1016/0040-4039(94)02392-O
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric syntheses of guanidine 3 and N-aminoguanidine 4 are described from (-)-epoxy alcohol 5. Compounds 3 and 4, which resemble D-glucose and D-mannose, were designed as generic hexopyranose substitutes and represent new templates for assembling glycomimetic structures.
引用
收藏
页码:811 / 814
页数:4
相关论文
共 19 条
[1]   SYNTHESIS OF A BENZYLAMIDINE DERIVED FROM D-MANNOSE - A POTENT MANNOSIDASE INHIBITOR [J].
BLERIOT, Y ;
GENREGRANDPIERRE, A ;
TELLIER, C .
TETRAHEDRON LETTERS, 1994, 35 (12) :1867-1870
[2]   REGIOSELECTIVE AZIDE OPENING OF 2,3-EPOXY ALCOHOLS BY [TI(O-I-PR)2(N3)2] - SYNTHESIS OF ALPHA-AMINO-ACIDS [J].
CARON, M ;
CARLIER, PR ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (21) :5185-5187
[3]   THE ADHESION MOLECULES OF INFLAMMATION [J].
CRONSTEIN, BN ;
WEISSMANN, G .
ARTHRITIS AND RHEUMATISM, 1993, 36 (02) :147-157
[4]  
Elbein A. D., 1987, ALKALOIDS CHEM BIOL, P1
[5]  
ELBEIN AD, 1987, ANNU REV BIOCHEM, V56, P497, DOI 10.1146/annurev.biochem.56.1.497
[6]  
FELLOWS L, 1989, NEW SCI, V123, P45
[7]  
FELLOWS LE, 1987, CHEM BRIT, V23, P842
[8]   SYNTHESIS OF A GUANIDINO-SUGAR AS A GLYCOSYL CATION MIMIC [J].
FOTSCH, CH ;
WONG, CH .
TETRAHEDRON LETTERS, 1994, 35 (21) :3481-3484
[9]  
KATSUKI T, 1982, J ORG CHEM, V47, P1378
[10]   AMIDINE PSEUDODISACCHARIDES [J].
KNAPP, S ;
CHOE, YH ;
REILLY, E .
TETRAHEDRON LETTERS, 1993, 34 (28) :4443-4446