Confirmation of the absolute configuration of Stachybotrin C using single-crystal X-ray diffraction analysis of its 4-bromobenzyl ether derivative
Confirmation of the absolute configuration of Stachybotrin C using single-crystal X-ray diffraction analysis of its 4-bromobenzyl ether derivative
复制标题
使用 4-溴苄基醚衍生物的单晶 X 射线衍射分析确认 Stachybotrin C 的绝对构型
DOI：
10.1038/s41429-018-0042-2
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发表时间：
2018
期刊：
影响因子：
--
通讯作者：
Kitano Yoshikazu
中科院分区：
文献类型：
--
作者：
Kuroda Yu;Hasegawa Keiko;Noguchi Keiichi;Chiba Kazuhiro;Hasumi Keiji;Kitano Yoshikazu
本研究证实了水苏素C的绝对构型。在合成了水苏素C的二甲醚后，用一维NOESY对C-8同分异构体进行了分析。然而，通过NOE关联式进行立体化学测定是困难的。由于水苏菌素C的单晶比原水苏糖菌素C的单晶更容易获得，故合成了水苏菌素C的二(4-溴苯基)乙醚，并用于X射线衍射分析，确定其立体化学为(8S，9R)。这种衍生化方法也可用于制备类似物的单晶。
The absolute configuration of Stachybotrin C was confirmed in this study. After synthesizing the dimethyl ethers of Stachybotrin C, the C-8 epimer was analyzed by 1D NOESY. However, the stereochemistry determination was difficult through the NOE correlations. Instead, the di(4-bromobenzyl) ether of Stachybotrin C was derived and used for X-ray diffraction analysis, because its single crystal was easier to obtain than that of the original Stachybotrin C. The stereochemistry of Stachybotrin C was determined to be (8S, 9R). This derivatization approach may also be used to prepare single crystals of the analogues.