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A streamlined synthesis of the neurosteroid 3β-methoxypregnenolone assisted by a statistical experimental design and automation

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Abstract

The potential of integrating flow synthesizers, statistical design of experiments and automation has been exemplified to realize the streamlined etherification of pregnenolone to the neurosteroid 3β-methoxypregnenolone (MAP4343). The use of Proton Sponge™, online reaction monitoring, work-up, product purification, and reagent recovery are additional key features of the present study. The optimized single-step process was validated by conducting a multistep sequence that has enabled the continuous flow synthesis of MAP4343 on a laboratory scale with an overall yield of 64% via six steps from the readily available plant-derived diosgenin.

Graphical abstract: A streamlined synthesis of the neurosteroid 3β-methoxypregnenolone assisted by a statistical experimental design and automation

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Publication details

The article was received on 28 Aug 2019, accepted on 11 Nov 2019 and first published on 15 Nov 2019


Article type: Paper
DOI: 10.1039/C9RE00353C
React. Chem. Eng., 2020, Advance Article

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    A streamlined synthesis of the neurosteroid 3β-methoxypregnenolone assisted by a statistical experimental design and automation

    V. Mancino, F. Croci, A. M. Lozza, B. Cerra and A. Gioiello, React. Chem. Eng., 2020, Advance Article , DOI: 10.1039/C9RE00353C

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