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Synthesis and Crystal Structure of tert-Butyl(((2R,3R,6R)-3-hydroxy-6-(nitromethyl)-3,6-dihydro-2H-pyran-2-yl)methyl)carbonate
Chinese Journal of Structural Chemistry ( IF 5.9 ) Pub Date : 2021-09-15 , DOI: 10.14102/j.cnki.0254-5861.2011-3120
Feng Yong-Kui, Su Hua-Lan, Mukula Otukol, Billy Joel, Zhang Xue-Qing, Yao Hui, Huang Nian-Yu

In this paper, a beta-C-pyranogalactoside (IX) was synthesized from D-galactose through a nine-step reaction with a total yield of 32% under the palladium catalyst, and its structure was characterized by nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). The absolute configuration of this pyranogalactoside was confirmed with a Flack parameter of -0.01(6) by X-ray crystallography using a Cu radiation source. Compound (IX), C12H19NO7, crystal data: monoclinic system, space group P2(1)2(1)2(1), a = 8.53480(10), b = 9.4207(2), c = 18.1308(3) angstrom, V = 1457.79(4) angstrom(3), Z = 4, F(000) = 616, D-c = 1.318 g/cm(3), mu = 0.931 mm(-1), R = 0.0294 and wR = 0.0752 for 2875 independent reflections (R-int = 0.0163) and 2857 observed ones (I > 2 sigma(I)).

中文翻译:

叔丁基(((2R,3R,6R)-3-羟基-6-(硝基甲基)-3,6-二氢-2H-吡喃-2-基)甲基)碳酸酯的合成及晶体结构

本文以D-半乳糖为原料,在钯催化剂下经过九步反应合成了β-C-吡喃半乳糖苷(IX),总收率为32%,并通过核磁共振(NMR)和核磁共振(NMR)对其结构进行了表征。高分辨率电喷雾电离质谱 (HR-ESI-MS)。该吡喃半乳糖苷的绝对构型通过使用铜辐射源的 X 射线晶体学以 -0.01(6) 的 Flack 参数得到确认。化合物(IX),C12H19NO7,晶体数据:单斜晶系,空间群P2(1)2(1)2(1),a = 8.53480(10),b = 9.4207(2),c = 18.1308(3)埃, V = 1457.79(4) 埃(3), Z = 4, F(000) = 616, Dc = 1.318 g/cm(3), mu = 0.931 mm(-1), R = 0.0294 and wR = 0.0752 for 2875独立反射 (R-int = 0.0163) 和 2857 个观察到的反射 (I > 2 sigma(I))。
更新日期:2022-10-31
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