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

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

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
• Public URL: https://durham-repository.worktribe.com/output/1456998