CONSTITUENTS OF TROPICAL MEDICINAL-PLANTS .63. SYNTHESIS OF 2-METHOXYONYCHINE ALKALOIDS - STRUCTURE REVISION OF OXYLOPIDINE

被引:6
作者
ACHENBACH, H
SCHWINN, A
机构
[1] Institut für Pharmazie und Lebensmittelchemie, Universität Erlangen, Erlangen, D-91052
关键词
D O I
10.1002/ardp.19943271202
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Condensation of beta-aminocinnamic acid esters with 3-chloro-2-methoxycrotonaldehyde opened an easy access to 2-phenyl-5-merhoxy-4-methylnicotinic acid esters which were cyclized by polyphosphoric acid to yield the corresponding 2-methoxyonychines. By this method a number of 2-methoxy-substituted onychines were prepared for the first time, i.a. oxylopidine, the structure of which has to be revised.
引用
收藏
页码:755 / 762
页数:8
相关论文
共 17 条
[1]  
ACHENBACH H, 1993, ARCH PHARM, V326, P646
[2]   SYNTHETISCHE REAKTIONEN VON DIMETHYLFORMAMID .4. DARSTELLUNG VON BETA-CHLORVINYLALDEHYDEN AUS CARBONYLVERBINDUNGEN [J].
ARNOLD, Z ;
ZEMLICKA, J .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1959, 24 (07) :2385-2392
[3]   CONSTITUENTS OF EUPOMATIA SPECIES .4. STRUCTURE AND SYNTHESIS OF EUPOLAURIDINE (EL BASE-1) AND SOME OBSERVATIONS ON STRUCTURES OF EUPOLAURAMINE (EL BASE-2) AND HYDROXYEUPOLAURAMINE (EL BASE-3) [J].
BOWDEN, BF ;
PICKER, K ;
RITCHIE, E ;
TAYLOR, WC .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1975, 28 (12) :2681-2701
[4]   POLYCYCLIC AROMATIC ALKALOIDS .2. SYNTHESIS OF ONYCHINE AND EUPOLAURIDINE [J].
BRACHER, F .
ARCHIV DER PHARMAZIE, 1989, 322 (05) :293-294
[5]  
BRACHER F, 1991, SYNLETT, P95
[6]  
BRACHER F, 1992, PHARM ZTG WISS, P109
[7]   C-13-NMR SPECTRA OF AZAFLUORENONES [J].
CASSELS, BK ;
TADIC, D ;
LAPREVOTE, O ;
CAVE, A .
JOURNAL OF NATURAL PRODUCTS, 1989, 52 (02) :420-422
[8]   CHEMISTRY OF BRAZILIAN ANNONACEAE .1. ONYCHINE, AN ALKALOID FROM ONYCHOPETALUM-AMAZONICUM [J].
DEALMEIDA, MEL ;
BRAZ FILHO, R ;
BULOW, MVV ;
GOTTLIEB, OR ;
MAIA, JGS .
PHYTOCHEMISTRY, 1976, 15 (07) :1186-1187
[9]  
El-Shanawany M. A., 1985, B PHARM SCI, V8, P172
[10]   IMPROVED PROCEDURE FOR THE BLAISE REACTION - A SHORT, PRACTICAL ROUTE TO THE KEY INTERMEDIATES OF THE SAXITOXIN SYNTHESIS [J].
HANNICK, SM ;
KISHI, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (21) :3833-3835