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A Flow-Based Synthesis of 2-Aminoadamantane-2-carboxylic Acid

Battilocchio, Claudio; Baxendale, Ian R.; Biava, Mariangela; Kitching, Matthew O.; Ley, Steven V.

Authors

Claudio Battilocchio

Mariangela Biava

Steven V. Ley



Abstract

The development of a new, high-yielding, scalable and safe process for the preparation of 2-aminoadamantane-2-carboxylic acid (1) is described. This geminal, functionalized achiral amino acid has been reported to possess interesting biological activity as a transport mediator due to its unique physiochemical properties. We report herein on the use of various mesoreactor flow devices to expedite the lab-scale synthesis of this molecule by simplifying the processing requirements for use of several potentially hazardous reagent combinations and reaction conditions.

Citation

Battilocchio, C., Baxendale, I. R., Biava, M., Kitching, M. O., & Ley, S. V. (2012). A Flow-Based Synthesis of 2-Aminoadamantane-2-carboxylic Acid. Organic Process Research and Development, 16(5), 798-810. https://doi.org/10.1021/op300084z

Journal Article Type Article
Online Publication Date Apr 17, 2012
Publication Date 2012-05
Deposit Date Jul 14, 2014
Journal Organic Process Research and Development
Print ISSN 1083-6160
Electronic ISSN 1520-586X
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 16
Issue 5
Pages 798-810
DOI https://doi.org/10.1021/op300084z