An easy synthesis of two steroid-dihydropyrimidine derivatives using three components system

Lauro Figueroa-Valverde, Francisco Díaz-Cedillo, Elodia García-Cervera, Eduardo Pool-Gómez, Marcela Rosas-Nexticapan, Mar ÍA López-Ramos

Research output: Contribution to journalArticle

Abstract

In this study two new steroid-dihydropyrimidine derivatives were synthesized. In the first stage the route involved preparation of 6-(3- hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a] -phenanthren-17-yl)-4-phenyl-3,4-dihydro-1H-pyrimidin-2- one (4) using estrone, benzaldehyde and urea in the presence of hydrochloric acid. The following stage was achieved by the reaction between pregnenolone, thiourea and benzaldehyde using as catalyst, hydrochloric acid to form the compound 6-[1-(3-hydroxy-10,13- dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a] phenanthen-17-yl)-ethyl]-4-phenyl-3,4-dihydro-1H-pyrimidine-2-thione (7). The structure of all compounds was confirmed by spectroscopy and spectrometry data. In conclusion, in this study we report an efficient method for synthesis of two steroid-dihydropyrimidine derivatives using three components system. It is important to mention that the method used is highly versatile and the yield is good. © 2013 Asian Journal of Chemistry.
Original languageAmerican English
Pages (from-to)6815-6817
Number of pages6133
JournalAsian Journal of Chemistry
StatePublished - 17 Jul 2013

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Hydrochloric Acid
Spectrum Analysis
Steroids
Derivatives
Thiones
Pregnenolone
Thiourea
Estrone
Spectrometry
Urea
Spectroscopy
Catalysts
benzaldehyde
pyrimidine

Cite this

Figueroa-Valverde, L., Díaz-Cedillo, F., García-Cervera, E., Pool-Gómez, E., Rosas-Nexticapan, M., & López-Ramos, M. ÍA. (2013). An easy synthesis of two steroid-dihydropyrimidine derivatives using three components system. Asian Journal of Chemistry, 6815-6817.
Figueroa-Valverde, Lauro ; Díaz-Cedillo, Francisco ; García-Cervera, Elodia ; Pool-Gómez, Eduardo ; Rosas-Nexticapan, Marcela ; López-Ramos, Mar ÍA. / An easy synthesis of two steroid-dihydropyrimidine derivatives using three components system. In: Asian Journal of Chemistry. 2013 ; pp. 6815-6817.
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abstract = "In this study two new steroid-dihydropyrimidine derivatives were synthesized. In the first stage the route involved preparation of 6-(3- hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a] -phenanthren-17-yl)-4-phenyl-3,4-dihydro-1H-pyrimidin-2- one (4) using estrone, benzaldehyde and urea in the presence of hydrochloric acid. The following stage was achieved by the reaction between pregnenolone, thiourea and benzaldehyde using as catalyst, hydrochloric acid to form the compound 6-[1-(3-hydroxy-10,13- dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a] phenanthen-17-yl)-ethyl]-4-phenyl-3,4-dihydro-1H-pyrimidine-2-thione (7). The structure of all compounds was confirmed by spectroscopy and spectrometry data. In conclusion, in this study we report an efficient method for synthesis of two steroid-dihydropyrimidine derivatives using three components system. It is important to mention that the method used is highly versatile and the yield is good. {\circledC} 2013 Asian Journal of Chemistry.",
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Figueroa-Valverde, L, Díaz-Cedillo, F, García-Cervera, E, Pool-Gómez, E, Rosas-Nexticapan, M & López-Ramos, MÍA 2013, 'An easy synthesis of two steroid-dihydropyrimidine derivatives using three components system', Asian Journal of Chemistry, pp. 6815-6817.

An easy synthesis of two steroid-dihydropyrimidine derivatives using three components system. / Figueroa-Valverde, Lauro; Díaz-Cedillo, Francisco; García-Cervera, Elodia; Pool-Gómez, Eduardo; Rosas-Nexticapan, Marcela; López-Ramos, Mar ÍA.

In: Asian Journal of Chemistry, 17.07.2013, p. 6815-6817.

Research output: Contribution to journalArticle

TY - JOUR

T1 - An easy synthesis of two steroid-dihydropyrimidine derivatives using three components system

AU - Figueroa-Valverde, Lauro

AU - Díaz-Cedillo, Francisco

AU - García-Cervera, Elodia

AU - Pool-Gómez, Eduardo

AU - Rosas-Nexticapan, Marcela

AU - López-Ramos, Mar ÍA

PY - 2013/7/17

Y1 - 2013/7/17

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AB - In this study two new steroid-dihydropyrimidine derivatives were synthesized. In the first stage the route involved preparation of 6-(3- hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a] -phenanthren-17-yl)-4-phenyl-3,4-dihydro-1H-pyrimidin-2- one (4) using estrone, benzaldehyde and urea in the presence of hydrochloric acid. The following stage was achieved by the reaction between pregnenolone, thiourea and benzaldehyde using as catalyst, hydrochloric acid to form the compound 6-[1-(3-hydroxy-10,13- dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a] phenanthen-17-yl)-ethyl]-4-phenyl-3,4-dihydro-1H-pyrimidine-2-thione (7). The structure of all compounds was confirmed by spectroscopy and spectrometry data. In conclusion, in this study we report an efficient method for synthesis of two steroid-dihydropyrimidine derivatives using three components system. It is important to mention that the method used is highly versatile and the yield is good. © 2013 Asian Journal of Chemistry.

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M3 - Article

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Figueroa-Valverde L, Díaz-Cedillo F, García-Cervera E, Pool-Gómez E, Rosas-Nexticapan M, López-Ramos MÍA. An easy synthesis of two steroid-dihydropyrimidine derivatives using three components system. Asian Journal of Chemistry. 2013 Jul 17;6815-6817.