3-Benzyl-3-azabicyclo[3.1.1]heptan-6-one: a promising building block for medicinal chemistry

Aleksandr V Denisenko; Andrey P Mityuk; Oleksandr O Grygorenko; Dmytro M Volochnyuk; Oleg V Shishkin; Andrey A Tolmachev; Pavel K Mykhailiuk

doi:10.1021/ol101866x

3-Benzyl-3-azabicyclo[3.1.1]heptan-6-one: a promising building block for medicinal chemistry

Org Lett. 2010 Oct 1;12(19):4372-5. doi: 10.1021/ol101866x.

Authors

Aleksandr V Denisenko¹, Andrey P Mityuk, Oleksandr O Grygorenko, Dmytro M Volochnyuk, Oleg V Shishkin, Andrey A Tolmachev, Pavel K Mykhailiuk

Affiliation

¹ Enamine Ltd., Vul. Oleksandra Matrosova 23, 01103 Kyiv, Ukraine.

PMID: 20795656
DOI: 10.1021/ol101866x

Abstract

An efficient two-step multigram synthesis of the previously unknown 3-benzyl-3-azabicyclo[3.1.1]heptan-6-one is described. The compound is shown to be a promising building block for further selective derivatization of the cyclobutane ring providing novel conformationally restricted piperidine derivatives.

MeSH terms

Benzyl Compounds / chemical synthesis*
Bridged Bicyclo Compounds / chemical synthesis*
Crystallography, X-Ray
Heptanes / chemical synthesis*
Models, Molecular
Molecular Structure

Substances

3-benzyl-3-azabicyclo(3.1.1)heptan-6-one
Benzyl Compounds
Bridged Bicyclo Compounds
Heptanes