Synthesis of BILN 2061, an HCVNS3 protease inhibitor with proven antiviral effect in humans

被引：84

作者：

Faucher, AM ^{[1
]}

Bailey, MD ^{[1
]}

Beaulieu, PL ^{[1
]}

Brochu, C ^{[1
]}

Duceppe, JS ^{[1
]}

Ferland, JM ^{[1
]}

Ghiro, E ^{[1
]}

Gorys, V ^{[1
]}

Halmos, T ^{[1
]}

Kawai, SH ^{[1
]}

Poirier, M ^{[1
]}

Simoneau, B ^{[1
]}

Tsantrizos, YS ^{[1
]}

Llinàs-Brunet, M ^{[1
]}

机构：

[1] Boehringer Ingelheim Canada Ltd, Dept Chem, Res & Dev, Laval, PQ H7S 2GS, Canada

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 17期

关键词：

D O I：

10.1021/ol0489907

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

The synthesis of BILN 2061, an NS3 protease inhibitor with proven antiviral effect in humans, was accomplished in a convergent manner from four building blocks. The procedure described here was suitable for the preparation of multigram quantities of BILN 2061 for preclinical pharmacological evaluation.

引用

页码：2901 / 2904

页数：4

共 39 条

[1]

BAILEY MD, 2004, J MED CHEM

[2]

Beaulieu Pierre L., 2002, Current Medicinal Chemistry - Anti-Infective Agents, V1, P163, DOI 10.2174/1568012023354983

[3]

Benhamou Y, 2002, HEPATOLOGY, V36, p304A

[4]

A mild amide to carbamate transformation [J].

Burk, MJ ;

Allen, JG .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) :7054-7057

[5]

Highly regio- and enantioselective catalytic hydrogenation of enamides in conjugated diene systems:: Synthesis and application of γ,δ-unsaturated amino acids [J].

Burk, MJ ;

Allen, JG ;

Kiesman, WF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (04) :657-663

[6]

ISOLATION OF A CDNA CLONE DERIVED FROM A BLOOD-BORNE NON-A, NON-B VIRAL-HEPATITIS GENOME [J].

CHOO, QL ;

KUO, G ;

WEINER, AJ ;

OVERBY, LR ;

BRADLEY, DW ;

HOUGHTON, M .

SCIENCE, 1989, 244 (4902) :359-362

[7]

Treatment of chronic hepatitis C with PEGylated interferon and ribavirin. [J].

Cornberg M. ;

Wedemeyer H. ;

Manns M.P. .

Current Gastroenterology Reports, 2002, 4 (1) :23-30

[8]

Fürstner A, 2000, ANGEW CHEM INT EDIT, V39, P3012

[9]

NMR structural characterization of peptide inhibitors bound to the hepatitis C virus NS3 protease: Design of a new P2 substituent [J].

Goudreau, N ;

Cameron, DR ;

Bonneau, P ;

Gorys, V ;

Plouffe, C ;

Poirier, M ;

Lamarre, D ;

Llinas-Brunet, M .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (01) :123-132

[10]

HAGEDORN CH, 2000, CURR TOP MICROBIOL I, V242

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