Carbocyclic galanthamine analogs:: Incorporating the phenethylamine motif

被引：1

作者：

Treu, M

Mereiter, K

Hametner, C

Fröhlich, J

Jordis, U

机构：

[1] Vienna Tech Univ, Inst Appl Synthet Chem, A-1060 Vienna, Austria

[2] Vienna Tech Univ, Inst Chem Technol & Analyt, A-1060 Vienna, Austria

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2002年 / 39卷 / 06期

关键词：

D O I：

10.1002/jhet.5570390609

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unnatural analog of the anti-Alzheimer drug galanthamine bearing a phenethylamine moiety has been prepared as a racemic mixture using K-3[Fe(CN)(6)] induced tandem cyclization techniques in the key step to form derivatives of a novel heterocyclic ring system.

引用

收藏

页码：1167 / 1171

页数：5

相关论文

共 16 条

[1]

BARTON DHR, 1960, P CHEM SOC LONDON, P392

[2] CONVERSION OF ALIPHATIC AMIDES INTO AMINES WITH [I,I-BIS(TRIFLUOROACETOXY)IODO]BENZENE .2. KINETICS AND MECHANISM [J].

BOUTIN, RH ;

LOUDON, GM .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (22) :4277-4284

[3]

CARROLL P, 1990, B SOC CHIM FR, P769

[4] New kilogram-synthesis of the anti-Alzheimer drug (-)-galanthamine [J].

Czollner, L ;

Frantsits, W ;

Küenburg, B ;

Hedenig, U ;

Fröhlich, J ;

Jordis, U .

TETRAHEDRON LETTERS, 1998, 39 (15) :2087-2088

[5] USE OF ACTIVATION METHODS FOR ORGANOZINC REAGENTS [J].

ERDIK, E .

TETRAHEDRON, 1987, 43 (10) :2203-2212

[6] Development of a pilot scale process for the anti-Alzheimer drug (-)-galanthamine using large-scale phenolic oxidative coupling and crystallisation-induced chiral conversion [J].

Küenburg, B ;

Czollner, L ;

Fröhlich, J ;

Jordis, U .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1999, 3 (06) :425-431

[7] CONVERSION OF ALIPHATIC AMIDES INTO AMINES WITH [I,I-BIS(TRIFLUOROACETOXY)IODO]BENZENE .1. SCOPE OF THE REACTION [J].

LOUDON, GM ;

RADHAKRISHNA, AS ;

ALMOND, MR ;

BLODGETT, JK ;

BOUTIN, RH .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (22) :4272-4276

[8] FORMATION, X-RAY CRYSTAL-STRUCTURE, AND ABSOLUTE-CONFIGURATION OF (-)-N-(CHLOROMETHYL)GALANTHAMINIUM CHLORIDE [J].

MATUSCH, R ;

KREH, M ;

MULLER, U .

HELVETICA CHIMICA ACTA, 1994, 77 (06) :1611-1615

[9]

Node M, 2001, ANGEW CHEM INT EDIT, V40, P3060, DOI 10.1002/1521-3773(20010817)40:16<3060::AID-ANIE3060>3.0.CO

[10]

2-#