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rel-2-[4-Chloro-2-[(5R,6R,7S)-6-[5-(4-methoxyphenyl)-3-(2-naphthyl)-3,4-dihydropyrazole-2-carbonyl]-5-methyl-2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d]thiazol-7-yl]phenoxy]acetic Acid

1
Department of Pharmaceutical, Organic and Bioorganic Chemistry, Danylo Halytsky Lviv National Medical University, Pekarska 69, 79010 Lviv, Ukraine
2
Department of Organic Chemistry and Pharmacy, Lesya Ukrainka Volyn National University, Volya Avenue 13, 43025 Lutsk, Ukraine
*
Author to whom correspondence should be addressed.
Academic Editor: Rodrigo Abonia
Molbank 2022, 2022(3), M1410; https://doi.org/10.3390/M1410
Received: 21 June 2022 / Revised: 13 July 2022 / Accepted: 16 July 2022 / Published: 19 July 2022
The hetero-Diels–Alder reaction is the main synthetic tool for obtaining pharmacological agents with a thiopyrano[2,3-d]thiazole motif. In the present work, an efficient method for the synthesis of pyrazoline-containing thiopyrano[2,3-d]thiazole is described. The pyrazoline-bearing dienophile was proposed and used as effective building block for the synthesis of the title compound. The structure of the synthesized rel-2-[4-chloro-2-[(5R,6R,7S)-6-[5-(4-methoxyphenyl)-3-(2-naphthyl)-3,4-dihydropyrazole-2-carbonyl]-5-methyl-2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d]thiazol-7-yl]phenoxy]acetic acid (3) was confirmed by 1H, 13C, 2D NMR, and LC-MS spectra. Anticancer activity in “60 lines screening” (NCI DTP protocol) was studied in vitro for the title compound. View Full-Text
Keywords: thiopyrano[2,3-d]thiazoles; pyrazoline; acylation; hetero-Diels–Alder reaction thiopyrano[2,3-d]thiazoles; pyrazoline; acylation; hetero-Diels–Alder reaction
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MDPI and ACS Style

Yushyn, I.; Holota, S.; Ivantsiv, O.; Lesyk, R. rel-2-[4-Chloro-2-[(5R,6R,7S)-6-[5-(4-methoxyphenyl)-3-(2-naphthyl)-3,4-dihydropyrazole-2-carbonyl]-5-methyl-2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d]thiazol-7-yl]phenoxy]acetic Acid. Molbank 2022, 2022, M1410. https://doi.org/10.3390/M1410

AMA Style

Yushyn I, Holota S, Ivantsiv O, Lesyk R. rel-2-[4-Chloro-2-[(5R,6R,7S)-6-[5-(4-methoxyphenyl)-3-(2-naphthyl)-3,4-dihydropyrazole-2-carbonyl]-5-methyl-2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d]thiazol-7-yl]phenoxy]acetic Acid. Molbank. 2022; 2022(3):M1410. https://doi.org/10.3390/M1410

Chicago/Turabian Style

Yushyn, Ihor, Serhii Holota, Oksana Ivantsiv, and Roman Lesyk. 2022. "rel-2-[4-Chloro-2-[(5R,6R,7S)-6-[5-(4-methoxyphenyl)-3-(2-naphthyl)-3,4-dihydropyrazole-2-carbonyl]-5-methyl-2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d]thiazol-7-yl]phenoxy]acetic Acid" Molbank 2022, no. 3: M1410. https://doi.org/10.3390/M1410

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