Work

Multigram Synthesis of 2-Azabicyclo[2.1.1]hexane-1-Carboxylates (2,4-Methanoprolines) – Promising Bicyclic Proline Analogs

Year: 2024

Type: article

Abstract: An optimized approach towards 4-substituted 2,4-methanoproline derivatives is reported. Careful selection of the starting materials and optimized isolation procedure provided easy access to a key bicyclic building block in a preparative yield of 32% over five laboratory steps of up to 0.7 kg. Further modifications allowed us to obtain a number of useful derivatives, including those containing NH2, COOH, CH2NH2, and CH2F fragments with orthogonally protected functionalities.

Source: Journal of organic and pharmaceutical chemistry

DOI: 10.24959/ophcj.24.314843

Authors: Anton V. Chernykh, Oleksandr S. Liashuk, Anastasiia M. Hurieva, Dmytro M. Volochnyuk, Oleksandr O. Grygorenko

Institutions: National Academy of Sciences of Ukraine, Institute of Organic Chemistry, Enamine (Ukraine), Taras Shevchenko National University of Kyiv

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: diamond

Funders: National Academy of Sciences of Ukraine, Ministry of Education and Science of Ukraine, Enamine, Taras Shevchenko National University of Kyiv

Awards: G1937162687, G4193235183