196597-78-1Relevant articles and documents
Concise Six-Step Asymmetric Approach to Ramelteon from an Acetophenone Derivative Using Ir, Rh, Cu, and Ni Catalysis
?asar, Zdenko,Cluzeau, Jér?me,Kova?evi?, Miroslav Planinc,Nettekoven, Ulrike
, (2021/10/20)
A concise six-step asymmetric synthesis of nearly enantiomerically pure ramelteon was developed from a monocyclic precursor with a 17% overall yield and a 97% ee in the asymmetric step. The synthetically challenging tricyclic 1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan core of ramelteon was assembled by using Ir-catalyzed O-vinylation and Rh-catalyzed vinyl ether annulation through directed C-H bond activation, while the chirality was introduced with enantioselective reduction of an α,β-unsaturated nitrile moiety under hydrosilylation conditions using a CuII/Walphos type catalyst. The presented methodology represents the shortest synthetic approach to ramelteon.
A thunder-US for amine preparation method for the synthesis of the key intermediate
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, (2019/10/02)
The invention discloses a synthetic preparation method for a key intermediate of ramelteon 1,2,6,7-tretrahydro-8H-indeno[5,4-b]furan-8-one. According to the preparation method, by taking 2,3-dihydrobenzofuran-4-formaldehyde as an initial raw material, the key intermediate of ramelteon 1,2,6,7-tretrahydro-8H-indeno[5,4-b]furan-8-one is synthesized through Grignard reaction, oxidizing reaction and Nazarov cyclization reaction. The preparation method has the advantages of being high in reaction selectivity, few in side effects, high in total yield and quality, environmental-friendly, simple and convenient in process operation, high in stability and controllability and the like, and is suitable for industrial large-scaled production.
A method of preparing intermediates lei Meiti amine
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Paragraph 0063; 0064, (2017/02/24)
The invention relates to a preparation method of a Ramelteon intermediate. The Ramelteon intermediate is prepared by taking 4,5-dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one as a raw material, and then subjecting the raw material to a series of simple reactions so as to obtain the Ramelteon intermediate. The preparation method of the Ramelteon intermediate has the advantages of high yield, high product purity, simple operation, low cost, and suitability for mass production.