New Strategy of Synthesis of Peramivir Analogues as Potential Neuraminidase Inhibitors
Keyword(s):
Highly functionalised potential neuraminidase (NA) inhibitors, analogues of peramivir, were synthesised via a new and versatile method starting from a stereoselective 1,3-dipolar cycloaddition reaction between the nitrile oxide derived from 2-ethylbutanal and the commercially available and inexpensive cyclopentadiene and 1,3-cyclohexadiene, which afforded the isoxazolino-cyclopentene or cyclohexene intermediates, respectively. The subsequent reaction of the C=C bond in different conditions allowed the functionalisation of the five (or six) membered carbon nucleus. Further functionalised derivatives displaying an amino and a hydroxyl group were achieved via the final opening of the isoxazoline ring.
2017 ◽
Vol 118
(11)
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pp. e25540
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2018 ◽
Vol 17
(01)
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pp. 1850003
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2003 ◽
Vol 33
(23)
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pp. 4063-4069
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2002 ◽
Vol 39
(5)
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pp. 1013-1018
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2012 ◽
Vol 42
(22)
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pp. 3261-3268
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