1-Methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dione

A simple, fast and cost-effective three-step synthesis of 1-methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dione has been developed. The reactions described herein proceed readily, with high yields and no further purification. Therefore, the proposed method, with an overall yield of 60%, offers a fac...

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Main Authors: Vasiliki Pardali, Sotirios Katsamakas, Erofili Giannakopoulou, Grigoris Zoidis
Format: Article
Language:English
Published: MDPI AG 2021-06-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2021/2/M1228
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author Vasiliki Pardali
Sotirios Katsamakas
Erofili Giannakopoulou
Grigoris Zoidis
author_facet Vasiliki Pardali
Sotirios Katsamakas
Erofili Giannakopoulou
Grigoris Zoidis
author_sort Vasiliki Pardali
collection DOAJ
description A simple, fast and cost-effective three-step synthesis of 1-methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dione has been developed. The reactions described herein proceed readily, with high yields and no further purification. Therefore, the proposed method, with an overall yield of 60%, offers a facile pathway to the synthesis of N-1 monosubstituted spiro carbocyclic imidazolidine-2,4-diones (hydantoins), which constitute a privileged class of heterocyclic scaffolds with pharmacological interest.
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spelling doaj.art-e5213cea7cb64ad792399638978a88392023-11-21T22:52:58ZengMDPI AGMolbank1422-85992021-06-0120212M122810.3390/M12281-Methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dioneVasiliki Pardali0Sotirios Katsamakas1Erofili Giannakopoulou2Grigoris Zoidis3Department of Pharmacy, Division of Pharmaceutical Chemistry, School of Health Sciences, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceDepartment of Pharmacy, Division of Pharmaceutical Chemistry, School of Health Sciences, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceDepartment of Pharmacy, Division of Pharmaceutical Chemistry, School of Health Sciences, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceDepartment of Pharmacy, Division of Pharmaceutical Chemistry, School of Health Sciences, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceA simple, fast and cost-effective three-step synthesis of 1-methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dione has been developed. The reactions described herein proceed readily, with high yields and no further purification. Therefore, the proposed method, with an overall yield of 60%, offers a facile pathway to the synthesis of N-1 monosubstituted spiro carbocyclic imidazolidine-2,4-diones (hydantoins), which constitute a privileged class of heterocyclic scaffolds with pharmacological interest.https://www.mdpi.com/1422-8599/2021/2/M1228carbocyclic hydantoinsN-1 substituted hydantoinspiro hydantoinsimidazolidine-2,4-dionesDFT calculationsstereochemistry
spellingShingle Vasiliki Pardali
Sotirios Katsamakas
Erofili Giannakopoulou
Grigoris Zoidis
1-Methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dione
Molbank
carbocyclic hydantoins
N-1 substituted hydantoin
spiro hydantoins
imidazolidine-2,4-diones
DFT calculations
stereochemistry
title 1-Methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dione
title_full 1-Methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dione
title_fullStr 1-Methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dione
title_full_unstemmed 1-Methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dione
title_short 1-Methyl-8-phenyl-1,3-diazaspiro[4.5]decane-2,4-dione
title_sort 1 methyl 8 phenyl 1 3 diazaspiro 4 5 decane 2 4 dione
topic carbocyclic hydantoins
N-1 substituted hydantoin
spiro hydantoins
imidazolidine-2,4-diones
DFT calculations
stereochemistry
url https://www.mdpi.com/1422-8599/2021/2/M1228
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AT sotirioskatsamakas 1methyl8phenyl13diazaspiro45decane24dione
AT erofiligiannakopoulou 1methyl8phenyl13diazaspiro45decane24dione
AT grigoriszoidis 1methyl8phenyl13diazaspiro45decane24dione