Flow-Assisted Synthesis: A Key Fragment of SR 142948A (2017)
Journal Article
Kitching, M. O., Dixon, O. E., Baumann, M., & Baxendale, I. R. (2017). Flow-Assisted Synthesis: A Key Fragment of SR 142948A. European Journal of Organic Chemistry, 2017(44), 6540-6553. https://doi.org/10.1002/ejoc.201700904

We report a series of multi-step flow operations to deliver an advanced hydrazine intermediate used in the assembly of the neurotensin modulator SR 142948A. Several new reactor configurations have enabled chemical transformations that would be otherw... Read More about Flow-Assisted Synthesis: A Key Fragment of SR 142948A.

The synthesis of neurotensin antagonist SR 48692 for prostate cancer research (2013)
Journal Article
Baxendale, I., Cheung, S., Kitching, M., Ley, S., & Shearman, J. (2013). The synthesis of neurotensin antagonist SR 48692 for prostate cancer research. Bioorganic and Medicinal Chemistry, 21(14), 4378-4387. https://doi.org/10.1016/j.bmc.2013.04.075

An improved synthesis of the molecule SR 48692 is presented and its use as a neurotensin antagonist biological probe for use in cancer research is described. The preparation includes an number of enhanced chemical conversions and strategies to overco... Read More about The synthesis of neurotensin antagonist SR 48692 for prostate cancer research.

A Machine-Assisted Flow Synthesis of SR48692: A Probe for the Investigation of Neurotensin Receptor-1 (2013)
Journal Article
Battilocchio, C., Deadman, B. J., Nikbin, N., Kitching, M. O., Baxendale, I. R., & Ley, S. V. (2013). A Machine-Assisted Flow Synthesis of SR48692: A Probe for the Investigation of Neurotensin Receptor-1. Chemistry - A European Journal, 19(24), 7917-7930. https://doi.org/10.1002/chem.201300696

Here we report the direct comparison of a conventional batch mode synthesis of Meclinertant (SR48692, 1), a neurotensin receptor-1 antagonist, with its machine-assisted flow chemistry alternative. By using these enabling tools, combined with solid-su... Read More about A Machine-Assisted Flow Synthesis of SR48692: A Probe for the Investigation of Neurotensin Receptor-1.

A Flow-Based Synthesis of 2-Aminoadamantane-2-carboxylic Acid (2012)
Journal Article
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

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 activi... Read More about A Flow-Based Synthesis of 2-Aminoadamantane-2-carboxylic Acid.

Scale-Up of Flow-Assisted Synthesis of C-2-Symmetric Chiral PyBox Ligands (2012)
Journal Article
Battilocchio, C., Baumann, M., Baxendale, I. R., Biava, M., Kitching, M. O., Ley, S. V., …Tappin, N. D. (2012). Scale-Up of Flow-Assisted Synthesis of C-2-Symmetric Chiral PyBox Ligands. Synthesis: Journal of Synthetic Organic Chemistry, 44(4), 635-647. https://doi.org/10.1055/s-0031-1289676

A series of PyBox ligands were prepared from commercially available chelidonic acid by a multistep flow sequence using mesoreactor technology. A chloro group introduced onto the ligand scaffold was subsequently exploited to give amine derivatives rea... Read More about Scale-Up of Flow-Assisted Synthesis of C-2-Symmetric Chiral PyBox Ligands.

Enzymatic Oxidative Cyclisation Reactions Leading to Dibenzoazocanes (2010)
Journal Article
Tozzi, F., Ley, S. V., Kitching, M. O., & Baxendale, I. R. (2010). Enzymatic Oxidative Cyclisation Reactions Leading to Dibenzoazocanes. Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, 2010(13), 1919-1922. https://doi.org/10.1055/s-0030-1258486

From simple N-isovanillyltyramine derivatives double oxidative biotransformations can be achieved using tyrosinase leading to the corresponding hydroxylated dibenzoazocanes.