Development of GSK's reagent guides - embedding sustainability into reagent selection

被引：80

作者：

Adams, Joseph P. ^{[1
]}

Alder, Catherine M. ^{[1
]}

Andrews, Ian ^{[1
]}

Bullion, Ann M. ^{[2
]}

Campbell-Crawford, Matthew ^{[1
]}

Darcy, Michael G. ^{[2
]}

Hayler, John D. ^{[1
]}

Henderson, Richard K. ^{[3
]}

Oare, Catriona A. ^{[1
]}

Pendrak, Israil ^{[2
]}

Redman, Aniko M. ^{[4
]}

Shuster, Leanna E. ^{[5
]}

Sneddon, Helen F. ^{[1
]}

Walker, Matthew D. ^{[1
]}

机构：

[1] GSK, Med Res Ctr, Stevenage SG1 2NY, Herts, England

[2] GSK, King Of Prussia, PA 19406 USA

[3] GSK, Ware SG12 0DP, Herts, England

[4] GSK, Res Triangle Pk, NC 27709 USA

[5] GSK, Collegeville, PA 19426 USA

来源：

GREEN CHEMISTRY | 2013年 / 15卷 / 06期

关键词：

CHEMISTRY;

D O I：

10.1039/c3gc40225h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reagent guides ranking commonly used reagents for 15 transformations have been developed to reduce the environmental impact of drug discovery and development. Reagents have been scored by a combination of health, safety and environmental risk phrases, life cycle analysis (where possible) and an assessment of the chemistry including considerations of atom efficiency, stoichiometry, work-up and other issues. Guides covering alkene reduction, amide formation, C-H bromination, C-H chlorination, deoxychlorination, epoxidation, ester formation, ether formation, fluorination, iodination, ketone reduction, nitro reduction, oxidation of alcohols to aldehydes and ketones, reductive amination and sulfur oxidation are shared, with an explanation of the methodology behind their generation.

引用

页码：1542 / 1549

页数：8

共 11 条

[1] Green chemistry tools to influence a medicinal chemistry and research chemistry based organisation [J].

Alfonsi, Kim ;

Colberg, Juan ;

Dunn, Peter J. ;

Fevig, Thomas ;

Jennings, Sandra ;

Johnson, Timothy A. ;

Kleine, H. Peter ;

Knight, Craig ;

Nagy, Mark A. ;

Perry, David A. ;

Stefaniak, Mark .

GREEN CHEMISTRY, 2008, 10 (01) :31-36

[2] Analysis of the reactions used for the preparation of drug candidate molecules [J].

Carey, John S. ;

Laffan, David ;

Thomson, Colin ;

Williams, Mike T. .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (12) :2337-2347

[3]

Curzons A.D., 1999, Clean Products and Processes, V1, P82, DOI DOI 10.1007/S100980050014

[4] Fast life cycle assessment of synthetic chemistry (FLASC™) tool [J].

Curzons, Alan D. ;

Jimenez-Gonzalez, Concepcion ;

Duncan, Ailsa L. ;

Constable, David J. C. ;

Cunningham, Virginia L. .

INTERNATIONAL JOURNAL OF LIFE CYCLE ASSESSMENT, 2007, 12 (04) :272-280

[5]

Henderson R. K., 2006, AM CHEM SOC GREEN CH

[6] Expanding GSK's solvent selection guide - embedding sustainability into solvent selection starting at medicinal chemistry [J].

Henderson, Richard K. ;

Jimenez-Gonzalez, Concepcion ;

Constable, David J. C. ;

Alston, Sarah R. ;

Inglis, Graham G. A. ;

Fisher, Gail ;

Sherwood, James ;

Binks, Steve P. ;

Curzons, Alan D. .

GREEN CHEMISTRY, 2011, 13 (04) :854-862

[7] Expanding GSK's Solvent Selection Guide - Application of life cycle assessment to enhance solvent selections [J].

Jiménez-Gonzalez C. ;

Curzons A.D. ;

Constable D.J.C. ;

Cunningham V.L. .

Clean Technologies and Environmental Policy, 2004, 7 (1) :42-50

[8] Evaluation of alternative solvents in common amide coupling reactions: replacement of dichloromethane and N,N-dimethylformamide [J].

MacMillan, Donna S. ;

Murray, Jane ;

Sneddon, Helen F. ;

Jamieson, Craig ;

Watson, Allan J. B. .

GREEN CHEMISTRY, 2013, 15 (03) :596-600

[9]

Manley J., 2008, COMMUNICATION

[10] Development of a solvent selection guide for aldehyde-based direct reductive amination processes [J].

McGonagle, Fiona I. ;

MacMillan, Donna S. ;

Murray, Jane ;

Sneddon, Helen F. ;

Jamieson, Craig ;

Watson, Allan J. B. .

GREEN CHEMISTRY, 2013, 15 (05) :1159-1165

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