Nature-Inspired Tetrahydropentalene Building Blocks: Scalable Synthesis for Medicinal Chemistry Needs

Oleh K. Smyrnov; Olexandr Ye. Pashenko

doi:10.24959/ophcj.23.299612

Authors

Oleh K. Smyrnov Taras Shevchenko National University of Kyiv, Ukraine https://orcid.org/0009-0007-0844-0712
Olexandr Ye. Pashenko Taras Shevchenko National University of Kyiv; Institute of Organic Chemistry of the National Academy of Sciences of Ukraine, Ukraine https://orcid.org/0000-0001-6157-0785

DOI:

https://doi.org/10.24959/ophcj.23.299612

Keywords:

tetrahydropentalene, building blocks, medicinal chemistry, multigram synthesis

Abstract

Inspired by the bioactivity of natural compounds with a bicyclo[3.3.0]octane core, the study focuses on developing tetrahydropentalene-2,5-dione (2,5-THP-dione) derivatives as potential building blocks for the use in medicinal chemistry. Using the commercially available 2,5-THP-dione, a number of alkylated derivatives and a monofunctional ketone were synthesized. Using optimized protocols for synthesis, target compounds were obtained with high yields on a multigram scale. These compounds are promising derivatives for further chemical derivatization and therapeutic use, and thus highlight the value of 2,5-THP-dione in creating complex molecular structures for drug discovery, as well as the importance of tetrahydropentalene derivatives as valuable building blocks in synthetic chemistry.

Supporting Agency

The authors received no specific funding for this work.

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