Preparation of a library of unsymmetrical ureas based on 8-azabicyclo[3.2.1]octane scaffold

被引：8

作者：

Agarkov, Anton ^{[1
]}

Gilbertson, Scott R. ^{[1
]}

机构：

[1] Univ Texas Med Branch, Dept Pharmacol & Toxicol, Chem Biol Program, Galveston, TX 77555 USA

来源：

JOURNAL OF COMBINATORIAL CHEMISTRY | 2008年 / 10卷 / 05期

关键词：

D O I：

10.1021/cc800068k

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

This paper reports the preparation of a library of unsymmetrical ureas based on 8-azabicyclo[3.2.1]octane scaffold. The reported synthetic route uses nortropane-8-carbonyl chlorides as key intermediates that, when treated with a slight excess of amine, give the corresponding ureas in high yield (129 examples).

引用

页码：655 / 657

页数：3

共 7 条

[1]

BANHOLZER R, 1975, LIEBIGS ANN CHEM, V12, P2227

[2] Screening for hepatitis C virus antiviral activity with a cell-based secreted alkaline phosphatase reporter replicon system [J].

Bourne, N ;

Pyles, RB ;

Yi, MK ;

Veselenak, RL ;

Davis, MM ;

Lemon, SM .

ANTIVIRAL RESEARCH, 2005, 67 (02) :76-82

[3] Synthesis and monoamine transporter binding properties of 2,3-diaryltropanes [J].

Kotturi, SV ;

Jiang, SC ;

Chang, AC ;

Abraham, P ;

Navarro, HA ;

Kuhar, MJ ;

Carroll, FI .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (23) :7437-7444

[4] THE DISCOVERY OF AN UNUSUALLY SELECTIVE AND NOVEL COCAINE ANALOG - DIFLUOROPINE - SYNTHESIS AND INHIBITION OF BINDING AT COCAINE RECOGNITION SITES [J].

MELTZER, PC ;

LIANG, AY ;

MADRAS, BK .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (13) :2001-2010

[5] Pyrrole, pyrrolidine, pyridine, piperidine and tropane alkaloids [J].

O'Hagan, D .

NATURAL PRODUCT REPORTS, 2000, 17 (05) :435-446

[6] A NEW REAGENT FOR THE SELECTIVE, HIGH-YIELD N-DEALKYLATION OF TERTIARY-AMINES - IMPROVED SYNTHESES OF NALTREXONE AND NALBUPHINE [J].

OLOFSON, RA ;

MARTZ, JT ;

SENET, JP ;

PITEAU, M ;

MALFROOT, T .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (11) :2081-2082

[7] A synthesis of tropinone. [J].

Robinson, R .

JOURNAL OF THE CHEMICAL SOCIETY, 1917, 111 :762-768

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