Synthesis of a Drug-Like Focused Library of Trisubstituted Pyrrolidines Using Integrated Flow Chemistry and Batch Methods

被引：34

作者：

Baumann, Marcus ^{[2
]}

Baxendale, Ian R. ^{[2
]}

Kuratli, Christoph ^{[1
]}

Ley, Steven V. ^{[2
]}

Martin, Rainer E. ^{[1
]}

Schneider, Josef ^{[1
]}

机构：

[1] F Hoffmann La Roche Ltd, Div Pharmaceut, Chem Technol & Innovat, CH-4070 Basel, Switzerland

[2] Univ Cambridge, Dept Chem, Innovat Technol Ctr, Cambridge CB2 1EW, England

来源：

ACS COMBINATORIAL SCIENCE | 2011年 / 13卷 / 04期

关键词：

integrated flow; trisubstituted pyrrolidines; focused library; ORGANIC-SYNTHESIS; DISCOVERY; ACID; MICROREACTORS; DERIVATIVES; TECHNOLOGY; ABSORPTION; EFFICIENCY; SCAVENGERS; OXIDATION;

D O I：

10.1021/co2000357

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A combination of flow and batch chemistries has been successfully applied to the assembly of a series of trisub-stituted drug-like pyrrolidines. This study demonstrates the efficient preparation of a focused library of these pharmaceutically important structures using microreactor technologies, as well as classical parallel synthesis techniques, and thus exemplifies the impact of integrating innovative enabling tools within the drug discovery process.

引用

页码：405 / 413

页数：9

共 28 条

[1] Synthesis of (-)-Hennoxazole A: Integrating Batch and Flow Chemistry Methods
Fernandez, Amadeo
Levine, Zebulon G.
Baumann, Marcus
Sulzer-Mosse, Sarah
Sparr, Christof
Schlaeger, Sabrina
Metzger, Albrecht
Baxendale, Ian R.
Ley, Steven V.
SYNLETT, 2013, 24 (04) : 514 - 518
[2] Rapid multistep synthesis of drug-like heterocycles using microreactor-based flow technology
Pagano, Nicholas
Herath, Ananda
Cosford, Nicholas D. P.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 242
[3] A New Flow Methodology for the Expedient Synthesis of Drug-Like 3-Aminoindolizines
Lange, Paul P.
Bogdan, Andrew R.
James, Keith
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (13) : 2373 - 2379
[4] Synthesis of novel drug-like small molecules library based on IH-benzo[d]imidazcie
Parmar, Tejasvi H.
Sangani, Chetan B.
Kulkarni, Mahesh
AUSTRALIAN JOURNAL OF CHEMISTRY, 2022, 75 (04) : 276 - 284
[5] Innovative synthesis of drug-like molecules using tetrazole as core building blocks
Li, Jingyao
Chandgude, Ajay L.
Zheng, Qiang
Domling, Alexander
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2024, 20 : 950 - 958
[6] The design, synthesis, and anti-inflammatory evaluation of a drug-like library based on the natural product valerenic
Egbewande, Folake A.
Nilsson, Niclas
White, Jonathan M.
Coster, Mark J.
Davis, Rohan A.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (14) : 3185 - 3189
[7] Studying a Drug-like, RNA-Focused Small Molecule Library Identifies Compounds That Inhibit RNA Toxicity in Myotonic Dystrophy
Rzuczek, Suzanne G.
Southern, Mark R.
Disney, Matthew D.
ACS CHEMICAL BIOLOGY, 2015, 10 (12) : 2706 - 2715
[8] Characterization of Drug-like Chemical Space for Cytotoxic Marine Metabolites Using Multivariate Methods
Jagannathan, Ramesh
ACS OMEGA, 2019, 4 (03): : 5402 - 5411
[9] Current Parallel Solid-Phase Synthesis of Drug-like Oxadiazole and Thiadiazole Derivatives for Combinatorial Chemistry
Abdildinova, Aizhan
Gong, Young-Dae
ACS COMBINATORIAL SCIENCE, 2018, 20 (06) : 309 - 329
[10] High throughput amide library synthesis using flow chemistry
Lebed, Andrea I.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238

← 1 2 3 →