1-aminocyclopropaneboronic acid: Synthesis and incorporation into an inhibitor of hepatitis C virus NS3 protease

被引：43

作者：

Priestley, ES ^{[1
]}

Decicco, CP ^{[1
]}

机构：

[1] Dupont Merck Pharmaceut Co, Dept Chem & Phys Sci, Wilmington, DE 19880 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 20期

关键词：

D O I：

10.1021/ol006284+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The previously unreported alpha,alpha-disubstituted 1-aminoboronate esters have potential utility in peptidomimetic design, particularly against serine protease targets. A concise synthesis of 1-aminocyclopropaneboronate pinanediol ester is reported, and a peptidyl derivative is shown to have modest affinity (K-i = 1.6 mu M) for hepatitis C NS3 protease.

引用

页码：3095 / 3097

页数：3

共 21 条

[1] The scientific challenge of hepatitis C [J].

Cohen, J .

SCIENCE, 1999, 285 (5424) :26-30

[2] Interferon alfa-2b alone or in combination with ribavirin for the treatment of relapse of chronic hepatitis C [J].

Davis, GL ;

Esteban-Mur, R ;

Rustgi, V ;

Hoefs, J ;

Gordon, SC ;

Trepo, C ;

Shiffman, ML ;

Zeuzem, S ;

Craxi, A ;

Ling, MH ;

Albrecht, J .

NEW ENGLAND JOURNAL OF MEDICINE, 1998, 339 (21) :1493-1499

[3]

De Francesco R, 1998, ANTIVIR THER, V3, P99

[4]

GRACIANI NR, UNPUB DUPONT PHARM

[5] ALPHA-METALATED ISOCYANIDES IN ORGANIC SYNTHESIS [J].

HOPPE, D .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1974, 13 (12) :789-804

[6]

JAGANNATHAN S, UNPUB DUPONT PHARM

[7]

KETTNER CA, 1984, J BIOL CHEM, V259, P5106

[8]

Liang T. Jake, 2000, Annals of Internal Medicine, V132, P296

[9]

LLINASBRUNET M, 1999, Patent No. 07733

[10] NEW SYNTHESIS OF ALPHA-AMINO-ACIDS [J].

MATSUMOTO, K ;

SUZUKI, M ;

MIYOSHI, M .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (11) :2094-2096

← 1 2 3 →