Stereoselective synthesis of triterpene 2-deoxy-alpha-D-lyxo-hexopyranosides

被引:3
作者
Baltina, LA [1 ]
Flekhter, OB [1 ]
Vasileva, EV [1 ]
Tolstikov, GA [1 ]
机构
[1] RUSSIAN ACAD SCI,INST ORGAN CHEM,UFA 450054,RUSSIA
基金
俄罗斯基础研究基金会;
关键词
glycyrrhetic acid; allobetulin; D-galactal acetates; N-iodosuccinimide; 2-deoxy-2-iodo-alpha-D-talopyranosides; 2-deoxy-alpha-D-lyxo-hexopyranosides;
D O I
10.1007/BF02495418
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2-Deoxy-alpha-D-lyxo-hexopyranosides of 18 beta-glycyrrhetic acid, its 11-deoxo derivative and allobetulin were synthesized by glycosylation of oleonane-type triterpene alcohols with D-galactal acetate in the presence of N-iodosuccinimide followed by deiodination and deprotection.
引用
收藏
页码:577 / 581
页数:5
相关论文
共 17 条
[1]  
BALTINA LA, 1995, MENDELEEV COMMUN, P178
[2]  
Baltina LA, 1996, MENDELEEV COMMUN, P63
[3]   Stereoselective synthesis of 2-deoxy-alpha-D-arabino-hexopyranosides of triterpene alcohols [J].
Baltina, LA ;
Flekhter, OB ;
Vasileva, EV ;
Tolstikov, GA .
RUSSIAN CHEMICAL BULLETIN, 1996, 45 (09) :2222-2228
[4]  
Baltina LA., 1996, Khim.-farm. Zh, V30, P47
[5]   ALPHA-IODOKETONES .2. REACTION OF ENOL ACETATES WITH N-IODOSUCCINIMIDE [J].
DJERASSI, C ;
LENK, CT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (14) :3493-3495
[6]   Stereoselective synthesis of 2,6-dideoxy-alpha-L-arabino-hexopyranoside of glycyrrhetic acid in the presence of iodine-containing promoters [J].
Flekhter, OB ;
Baltina, LA ;
Vasileva, EV ;
Tolstikov, GA .
RUSSIAN CHEMICAL BULLETIN, 1996, 45 (12) :2843-2846
[7]   ON THE CONTROLLED OXIDATIVE COUPLING OF GLYCALS - A NEW STRATEGY FOR THE RAPID ASSEMBLY OF OLIGOSACCHARIDES [J].
FRIESEN, RW ;
DANISHEFSKY, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) :6656-6660
[8]   A HELIOTHIS-ZEA ANTIFEEDANT FROM THE ABUNDANT BIRCHBARK TRITERPENE BETULIN [J].
LUGEMWA, FN ;
HUANG, FY ;
BENTLEY, MD ;
MENDEL, MJ ;
ALFORD, AR .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1990, 38 (02) :493-496
[9]  
MARSHALL JL, 1983, CARBON CARBON CARBON, P30
[10]  
ODINOKOVA LE, 1984, KHIM PRIR SOEDIN+, P182