Synthesis of New Iminosugar Derivatives Based on ( S )-(1,2,3,6-Tetrahydropyridazin-3-yl)methanol

F. N. Axundova; M. M. Kurbanova; A. E. Huseynzada; M. J. Alves

doi:10.1134/S1070428019120297

Synthesis of New Iminosugar Derivatives Based on (S)-(1,2,3,6-Tetrahydropyridazin-3-yl)methanol

作者: Axundova F.N.¹, Kurbanova M.M.¹, Huseynzada A.E.¹, Alves M.J.²
隶属关系:
1. Baku State University
2. Universidade do Minho de Gualtar
期: 卷 55, 编号 12 (2019)
页面: 1975-1978
栏目: Short Communications
URL: https://journals.rcsi.science/1070-4280/article/view/221550
DOI: https://doi.org/10.1134/S1070428019120297
ID: 221550

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详细

(S)-(1,2,3,6-Tetrahydropyridazin-3-yl)methanol was synthesized in two steps by the Diels-Alder reaction of penta-2,4-dien-1-ol with diethyl azodicarboxylate in the presence of (S)-BINOL as chiral catalyst. The subsequent Boc-protection of the 2-position of the pyridazine ring, ring-closing carbonylation of the hydroxy group, and deprotection afforded a bicyclic iminosugar analog. The structure of the isolated compounds was proved by NMR, IR, and mass spectra and elemental analyses.