First total synthesis of the marine alkaloids purpurone and ningalin C

被引：42
|
作者：
Peschko, C [1 ]
Steglich, W [1 ]
机构：
[1] Univ Munich, Dept Chem, D-81377 Munich, Germany
来源：
TETRAHEDRON LETTERS | 2000年 / 41卷 / 49期
关键词：
purpurone; ningalins; marine natural products; ACL inhibitors; pyrrole alkaloids;
D O I：
10.1016/S0040-4039(00)01614-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Purpurone is obtained from 3-(3,4-dimethoxyphenyl)pyruvic acid, 2-(4-methoxyphenyl)ethylamine and 2',2',2'-trichloroethyl 2-bromo-2-(3,4-dimethoxyphenyl)acetate in seven steps with an overall yield of 11%. Ningalin C is synthesized from 1-[2-(3,4-dimethoxyphenyl)ethyl]-3,4-bis-(3,4-dimethoxyphenyl)-1H-pyrrole and methyl 2-diazo-2-(3,4-dimethoxyphenyl)acetate in five steps with a total yield of 19%. (C) 2000 Published by Elsevier Science Ltd.
引用
收藏
页码：9477 / 9481
页数：5
相关论文
共 50 条
  • [31] Total Synthesis of the Marine Diterpenoid Blumiolide C
    Hamel, Cotinica
    Prusov, Evgeny V.
    Gertsch, Juerg
    Schweizer, W. Bernd
    Altmann, Karl-Heinz
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (52) : 10081 - 10085
  • [32] First total synthesis of the marine natural product viscosamine
    Timm, Christoph
    Koeck, Matthias
    SYNTHESIS-STUTTGART, 2006, 15 (15): : 2580 - 2584
  • [33] The first total synthesis of usabamycins a and C
    Sakaine, Guna
    Zemribo, Ronalds
    Smits, Gints
    TETRAHEDRON LETTERS, 2017, 58 (25) : 2426 - 2428
  • [34] First total synthesis of haplacutine C
    Kutsumura, Noriki
    Numata, Keisuke
    Saito, Takao
    TETRAHEDRON LETTERS, 2016, 57 (50) : 5581 - 5583
  • [35] First total synthesis of pygmaeocin C
    Liu, HJ
    Chin, CL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U175 - U175
  • [36] First total synthesis of bauerine C
    Lingam, Y.
    Rao, D. Muralimohan
    Bhowmik, Dipal R.
    Islam, Aminul
    SYNTHETIC COMMUNICATIONS, 2007, 37 (22-24) : 4313 - 4318
  • [37] The first total synthesis of efrapeptin C
    Jost, M
    Greie, JC
    Stemmer, N
    Wilking, SD
    Altendorf, K
    Sewald, N
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (22) : 4267 - 4269
  • [38] The first total synthesis of phebaclavin A and C
    Zhang, Y
    Liu, D
    Li, Y
    Cao, XP
    CHINESE JOURNAL OF CHEMISTRY, 2005, 23 (10) : 1453 - 1456
  • [39] The First Total Synthesis of Synparvolide C
    Sabitha, Gowravaram
    Sandeep, AnkiReddy
    Rao, Allu Senkara
    Yadav, Jhillu S.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (29) : 6702 - 6709
  • [40] First total synthesis of Debilisone C
    Saikia, Bishwajit
    Devi, Thongam Joymati
    Barua, Nabin C.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (06) : 905 - 913
12345