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首页> 外文期刊>Acta crystallographica. Section C, Structural chemistry. >The first example of the stereoselective synthesis and crystal structure of a spirobicycloquinazolinone based on (–)‐fenchone and anthranilamide
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The first example of the stereoselective synthesis and crystal structure of a spirobicycloquinazolinone based on (–)‐fenchone and anthranilamide

机译:基于( - ) - 卵酮和苯胺酰胺的螺喹啉喹唑啉酮的立体选择性合成和晶体结构的第一个例子

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摘要

The possibility of a single‐stage solvent‐free stereoselective synthesis of a spirocyclic compound from the natural bicyclic monoterpenoid (?)‐fenchone and anthranilamide has been shown for the first time. The molecular and crystal structure of (1 R ,2 S ,4 S )‐1,3,3‐trimethyl‐1′ H ‐spiro[bicyclo[2.2.1]heptane‐2,2′‐quinazolin]‐4′(3′ H )‐one, C 17 H 22 N 2 O, was established by X‐ray diffraction though the chirality was assumed via the known reactant connectivity and 1 H and 13 C NMR spectroscopy. It has shown that in the molecule, for steric reasons, there is an elongation of the Me 2 C—C(N)N bond to 1.603?(5)??. The formation of dimers via N—H…O=C hydrogen bonds with an interaction energy of 93.30?kJ?mol ?1 and through cavities (33.7% of the unit‐cell volume) was established in the packing of the molecules. There are no π‐stacking interactions in the structure.
机译:首次示出了从天然双环萜类(α) - 卵酮和苯胺酰胺的单级无溶剂立体选择性合成螺环化合物的可能性。 (1 r,2 s,4 s)-1,3,3-三甲基-1'h-spiro [双环[2.2.1]庚烷-2,2'-喹唑啉] -4'()的分子和晶体结构 3'H) - 通过X射线衍射建立,C 17 H 22 N 2 O,但是通过已知的反应性连接和1小时和13 C NMR光谱假定手性。 已经表明,在分子中,出于空间原因,将ME 2 C-C(n)n键伸长至1.603?(5)。 通过N-H ... o = C氢键的形成二聚体,其相互作用能量为93.30Ω·kj?1和通过空腔(33.7%的单位细胞体积)在分子的包装中建立。 结构中没有堆叠相互作用。

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