(5R*,6R*) 11-Benzoyl-4,10-dimethyl-2,8-diphenyl-2,3,8,9-tetraazadispiro [4.0.46.15]undeca-3,9-diene-1,7-dione

Cyclopropanes are important in drug discovery because their unique structure, including inherent three-dimensionality, can enhance a drug’s properties, such as metabolic stability, target binding, and membrane permeability. In this communication, (5R*,6R*) 11-benzoyl-4,10-dimethyl-2,8-diphenyl-2,3,8,9-tetraazadispiro[4.0.46.15]undeca-3,9-diene-1,7-dione was prepared via a stereoselective one-pot reaction of phenylglyoxal hydrate with two equivalents of 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one in EtOH in the presence of sodium acetate and N-bromosuccinimide. The structure of the newly synthesized compound was established by 1H and 13C NMR, IR spectroscopy, high-resolution mass spectrometry, and elemental analysis.

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Publication Details

Journal
Molbank
Published
2025-10-15
DOI
https://doi.org/10.3390/m2073
Primary Topic
Organic Chemistry Cycloaddition Reactions
Type
article
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article

(5R*,6R*) 11-Benzoyl-4,10-dimethyl-2,8-diphenyl-2,3,8,9-tetraazadispiro [4.0.46.15]undeca-3,9-diene-1,7-dione

Олег А. Ракитин, Yuliya E. Ryzhkova, Michaïl N. Elinson, Varvara M. Kalashnikova
Molbank
Organic Chemistry Cycloaddition Reactions
article

(5R*,6R*) 11-Benzoyl-4,10-dimethyl-2,8-diphenyl-2,3,8,9-tetraazadispiro [4.0.46.15]undeca-3,9-diene-1,7-dione

Олег А. Ракитин, Yuliya E. Ryzhkova, Michaïl N. Elinson, Varvara M. Kalashnikova
article en

Abstract

Cyclopropanes are important in drug discovery because their unique structure, including inherent three-dimensionality, can enhance a drug’s properties, such as metabolic stability, target binding, and membrane permeability. In this communication, (5R*,6R*) 11-benzoyl-4,10-dimethyl-2,8-diphenyl-2,3,8,9-tetraazadispiro[4.0.46.15]undeca-3,9-diene-1,7-dione was prepared via a stereoselective one-pot reaction of phenylglyoxal hydrate with two equivalents of 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one in EtOH in the presence of sodium acetate and N-bromosuccinimide. The structure of the newly synthesized compound was established by 1H and 13C NMR, IR spectroscopy, high-resolution mass spectrometry, and elemental analysis.

MolbankVol. 2025(4)
N.D. Zelinsky Institute of Organic Chemistry (RU)
Openalex Percentile: Top 77%
Organic Chemistry Cycloaddition Reactions
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