(Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang, Hubei 443002, China)
Synthesis and Absolute Configuration of (2S,3S,3aS,6S,7aR)-2,3-Dihydroxy-2-((R)-1-hydroxy-3-methylbutyl)-3,6- dimethylhexahydrobenzofuran-4(2H)-one
LI Dong-Wei;ZUO Hong-Hua;HU Min;ZHANG Jiao-Yan;CHEN Lei;HUANG Nian-Yu
(Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang, Hubei 443002, China)
To investigate the anti-ulcer effect of bisabolangelone reduction derivatives, the sesquiterpene was further proceeded with dihydroxylation reaction. The structure of the target compound was characterized by IR, ESI-MS, 2D NMR and elemental analysis, and its absolute configuration was confirmed with a Flack parameter of 0.08(16) by X-ray crystallography using a Cu radiation source. Compound (3), C15H26O5, crystal data: monoclinic system, space group P21, a = 11.467(2), b = 6.0303(12), c = 11.711(2) Å, β = 99.70(3)°, V = 798.3(3) Å3, Z = 2, F(000) = 312, Dc = 1.191 g/cm3, μ = 0.723 mm−1, R = 0.0303 and wR = 0.0797 for 2590 independent reflections (Rint = 0.0164) and 2563 observed ones (I > 2σ(I)).
This project was supported by the National Natural Science Foundation of China (No. 21602123),China Scholarship Council (No. 201508420062) and Youth Talent Development Foundation of China Three Gorges University
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E-mail: hny115@126.com
引用本文:
李东伟;左鸿华;胡敏;张娇燕;陈雷;黄年玉. (2S,3S,3aS,6S,7aR)-2,3-二羟基-2-((R)-1-羟基-3-甲基丁基)-3,6- 二甲基六氢苯并呋喃-4(2H)-酮的合成及绝对构型[J]. 结构化学, 2017, 36(8): 1276-1282.
LI Dong-Wei;ZUO Hong-Hua;HU Min;ZHANG Jiao-Yan;CHEN Lei;HUANG Nian-Yu. Synthesis and Absolute Configuration of (2S,3S,3aS,6S,7aR)-2,3-Dihydroxy-2-((R)-1-hydroxy-3-methylbutyl)-3,6- dimethylhexahydrobenzofuran-4(2H)-one. CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2017, 36(8): 1276-1282.
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