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2-[(2,6-Dimethylmorpholin-4-yl)methyl]-4-[(E)-2-{3-[(E)-2-{3-[(2,6-dimethylmorpholin-4-yl)methyl]-4-hydroxy-5-methoxyphenyl}ethenyl]-1H-pyrazol-5-yl}ethenyl]-6-methoxyphenol

1
Department of Chemical Analysis, AKA Bogor Polytechnic, Bogor 16154, West Java, Indonesia
2
Faculty of Pharmacy, Universitas Indonesia, Depok 16424, West Java, Indonesia
*
Author to whom correspondence should be addressed.
Molbank 2017, 2017(3), M949; https://doi.org/10.3390/M949
Received: 18 June 2017 / Revised: 23 July 2017 / Accepted: 31 July 2017 / Published: 3 August 2017
(This article belongs to the Section Organic Synthesis)
A novel di-Mannich derivative of curcumin pyrazole, 2-[(2,6-dimethyl morpholin-4-yl)methyl]-4-[(E)-2-{3-[(E)-2-{3-[(2,6-dimethylmorpholin-4-yl)methyl]-4-hydroxy-5-methoxyphenyl}ethenyl]-1H-pyrazol-5-yl}ethenyl]-6-methoxyphenol (2), has been synthesized through a Mannich reaction of curcumin pyrazole (1), formaldehyde, and 2,6-dimethylmorpholine. The structure of the synthesized compound was confirmed on the basis of FTIR, 1H-NMR, 13C-NMR, 2D Heteronuclear Single-Quantum Correlation (HSQC) and 2D Heteronuclear Multiple Bond Correlation (HMBC), and mass spectral data. The water solubility was evaluated and the result showed that compound 2 was three times more soluble than that of curcumin pyrazole (1) and curcumin. View Full-Text
Keywords: di-Mannich derivative; curcumin pyrazole; 2,6-dimethylmorpholine; water solubility di-Mannich derivative; curcumin pyrazole; 2,6-dimethylmorpholine; water solubility
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Untung, J.; Iskandarsyah, I.; Hayun, H. 2-[(2,6-Dimethylmorpholin-4-yl)methyl]-4-[(E)-2-{3-[(E)-2-{3-[(2,6-dimethylmorpholin-4-yl)methyl]-4-hydroxy-5-methoxyphenyl}ethenyl]-1H-pyrazol-5-yl}ethenyl]-6-methoxyphenol. Molbank 2017, 2017, M949.

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