109596-92-1Relevant academic research and scientific papers
Synthesis of important intermediate of berberine
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Paragraph 0017; 0025; 0026; 0027; 0028-0031; 0039-0045, (2018/07/30)
The invention discloses synthesis of an important intermediate of berberine. A synthesis method comprises the following steps: reacting 1,3-benzodioxole with chlorine in an organic solvent to produce5-chloro-1,3-benzodioxole; reacting 5-chloro-1,3-benzodioxole with a magnesium rod in an ether solvent to produce a Grignard reagent; reacting 2,3-dimethoxybenzoic acid with aziridine in an organic solvent under the action of a dehydrating agent to produce 1-aziridine-2,3-dimethoxyphenylethanone; and under the action of the Grignard reagent, subjecting 1-aziridine-2,3-dimethoxyphenylethanone to ring opening so as to obtain the important intermediate of berberine, i.e., N-(2-(benzo[d][1,3]dioxin-5-yl)ethyl)-2,3-dimethoxybenzamide. The synthesis method is mild in reaction conditions and simple to operate.
Pd(II)-Catalyzed Intramolecular Tandem Olefin Amidation/C-H Activation Protocol for the Syntheses of the Protoberberine Class of Natural Products
Garad, Dnyaneshwar N.,Mhaske, Santosh B.
supporting information, p. 3862 - 3865 (2016/08/16)
A Pd(II)-catalyzed intramolecular tandem olefin amidation/C-H activation protocol has been developed for the synthesis of an 8-oxoprotoberberine core. It was successfully applied for the syntheses of (±)-8-oxocanadine, (±)-8-oxotetrahydropalmitine, and (±
A concise synthesis of chilenine via a sequential reaction process
Kim, Guncheol,Jung, Philguem,Tuan, Le Anh
, p. 2391 - 2392 (2008/09/18)
A new short synthesis of chilenine has been achieved in two steps. The precursor amide was readily prepared by the condensation of the corresponding amine and acid. Treatment of the amide with oxalyl chloride in the presence of AlCl3 at room te
New cyclization route to the skeletons of lennoxamine and chilenine
Kim, Guncheol,Lee, Ki Youn,Yoo, Chul-Hwan
, p. 3251 - 3259 (2008/12/23)
A new cyclization route, triggered by epoxide opening, has been performed to provide the key intermediates for isoindolobenzapine alkaloids, lennoxamine and chilenine. The epoxide was prepared by the Stille reaction using vinyltributylstannane and the fol
