Microwave-assisted diastereoselective two-step three-component synthesis for rapid access to drug-like libraries of substituted 3-amino-β-lactams

被引：8

作者：

Janssen, Guido V. ^{[1
,2
]}

van den Heuvel, Joyce A. C. ^{[3
]}

Megens, Rik P. ^{[3
]}

Benningshof, Jorg C. J. ^{[3
]}

Ovaa, Huib ^{[1
,2
]}

机构：

[1] Leiden Univ, Med Ctr, Dept Chem Immunol, Albinusdreef 2, NL-2333 ZA Leiden, Netherlands

[2] Netherlands Canc Inst, Div Cell Biol, Plesmanlaan 121, NL-1066 CX Amsterdam, Netherlands

[3] Mercachem, Kerkenbos 1013, NL-6546 BB Nijmegen, Netherlands

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2018年 / 26卷 / 01期

关键词：

beta-Lactams; Library synthesis; Staudinger reaction; Microwave synthesis; Saccharines; BETA-LACTAMS; STEREOSELECTIVE-SYNTHESIS; SACCHARIN DERIVATIVES; INHIBITORS; ANTIBIOTICS; GENERATION; COMPOUND; TARGETS; DESIGN; KETENE;

D O I：

10.1016/j.bmc.2017.11.014

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Large, diverse compound libraries are an essential requisite in target-based drug development. In this work, a robust microwave-assisted synthesis for the diastereoselective generation of 3-saccharinyltrans-beta-lactams is reported. The method is optimised for combinatorial library synthesis in which decoration of the scaffold is varied on both the beta-lactam and the saccharine moiety. Within the European Lead Factory (ELF) consortium, a library of 263 compounds was efficiently produced using the developed methodology. (C) 2017 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).

引用

页码：41 / 49

页数：9

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