Exploration of piperidine 3D fragment chemical space: synthesis and 3D shape analysis of fragments derived from 20 regio- and diastereoisomers of methyl substituted pipecolinates

Author:

Jones S. Paul1,Firth James D.1ORCID,Wheldon Mary C.1,Atobe Masakazu12,Hubbard Roderick E.13ORCID,Blakemore David C.4,De Fusco Claudia5,Lucas Simon C. C.6ORCID,Roughley Stephen D.3ORCID,Vidler Lewis R.7,Whatton Maria Ann8,Woolford Alison J.-A.9ORCID,Wrigley Gail L.10,O'Brien Peter1ORCID

Affiliation:

1. Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK

2. Asahi Kasei Pharma Corporation, 632-1 Mifuku, Izunokuni, Shizuoka 410-2321, Japan

3. Vernalis (R&D) Ltd., Granta Park, Abington, Cambridge, CB21 6GB, UK

4. Medicine Design, Pfizer Inc., 445 Eastern Point Road, Groton, CT 06340, USA

5. Bayer AG, Research and Development, Pharmaceuticals, Synthetic Modalities, 13353, Berlin, Germany

6. Hit Discovery, Discovery Sciences, R&D, AstraZeneca, Cambridge, CB4 0WG, UK

7. Amphista Therapeutics, The Cori Building, Granta Park, Great Abington, Cambridge CB21 6GQ, UK

8. Evotec (UK) Ltd, Dorothy Crowfoot Hodgkin Campus, 114 Innovation Drive, Milton Park, Abingdon, Oxon, OX14 4RZ, UK

9. Astex Pharmaceuticals, 436 Cambridge Science Park, Milton Road, Cambridge, CB4 0QA, UK

10. Medicinal Chemistry, Oncology R&D, AstraZeneca, Cambridge, UK

Abstract

The synthesis and 3D shape analysis of fragments derived from 20 regio- and diastereoisomers of methyl substituted pipecolinates is described.

Funder

Royal Society

Biotechnology and Biological Sciences Research Council

Engineering and Physical Sciences Research Council

University of York

Asahi Kasei Pharma Corporation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Drug Discovery,Pharmaceutical Science,Pharmacology,Molecular Medicine,Biochemistry

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