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Peer-reviewedCC BYRSC advances

Greener deprotection pathways: microwave assisted aqueous deprotection of N-Boc amines.

  • José Vidal-Núñez1
  • Sebastián Morales-Guerrero1
  • Lars Ratjen2
  • Eduardo Schott3
  • Flavia C Zacconi1,4
4 affiliations
  1. 1Departamento de Química Orgánica, Facultad de Química y de Farmacia, Pontificia Universidad Católica de Chile Vicuña Mackenna 4860 Santiago 7820436 Chile [email protected].
  2. 2Center for Green Chemistry and Green Engineering, School of the Environment, Yale University New Haven Connecticut 06511 USA.
  3. 3Departamento de Química Inorgánica, Facultad de Química y de Farmacia, CE-UC, CIEN-UC, Pontificia Universidad Católica de Chile Avenida Vicuña Mackenna 4860 Santiago Chile.
  4. 4Institute for Biological and Medical Engineering, Schools of Engineering, Medicine and Biological Sciences, Pontificia Universidad Católica de Chile Av. Vicuña Mackenna 4860, Macul Santiago 7820436 Chile.
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Abstract

The development of sustainable deprotection strategies is crucial for reducing the environmental impact of multi-step syntheses in pharmaceutical and fine chemical production. In this work, we present a rapid microwave-assisted protocol for the deprotection of N-Boc-protected amines using water as the sole solvent, without corrosive acids, organic solvents, or catalysts. The method enables quantitative deprotection of a wide range of substrates in minutes, significantly reducing reaction times compared to conventional methods and improving the overall sustainability of the process. Density functional theory calculations were performed to understand the reaction mechanism and thermodynamic characteristics of the transformation in aqueous media. The protocol demonstrates broad functional-group tolerance and substrate compatibility, offering a simpler, more environmentally friendly alternative to N-Boc deprotection in medicinal chemistry and related synthetic applications.

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Cite

BibTeXRIS
BibTeX
@article{vidalnunez2026greener,
  title = {{Greener deprotection pathways: microwave assisted aqueous deprotection of N-Boc amines.}},
  author = {José Vidal-Núñez and Sebastián Morales-Guerrero and Lars Ratjen and Eduardo Schott and Flavia C Zacconi},
  journal = {RSC advances},
  year = {2026},
  month = oct,
  doi = {10.1039/d6ra08533d},
  url = {https://europepmc.org/article/MED/42936241},
  note = {CC BY},
}
RIS
TY  - JOUR
TI  - Greener deprotection pathways: microwave assisted aqueous deprotection of N-Boc amines.
AU  - José Vidal-Núñez
AU  - Sebastián Morales-Guerrero
AU  - Lars Ratjen
AU  - Eduardo Schott
AU  - Flavia C Zacconi
PY  - 2026
DA  - 2026/10/26
JO  - RSC advances
DO  - 10.1039/d6ra08533d
UR  - https://europepmc.org/article/MED/42936241
AB  - The development of sustainable deprotection strategies is crucial for reducing the environmental impact of multi-step syntheses in pharmaceutical and fine chemical production. In this work, we present a rapid microwave-assisted protocol for the deprotection of N-Boc-protected amines using water as the sole solvent, without corrosive acids, organic solvents, or catalysts. The method enables quantitative deprotection of a wide range of substrates in minutes, significantly reducing reaction times compared to conventional methods and improving the overall sustainability of the process. Density functional theory calculations were performed to understand the reaction mechanism and thermodynamic characteristics of the transformation in aqueous media. The protocol demonstrates broad functional-group tolerance and substrate compatibility, offering a simpler, more environmentally friendly alternative to N-Boc deprotection in medicinal chemistry and related synthetic applications.
SN  - 2046-2069
ER  -