365998-36-3Relevant articles and documents
Method for preparing eteaban chiral amine intermediate (by machine translation)
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, (2020/09/12)
The invention provides a safe and convenient method for preparing N - [(1R, 2S, 5S) -2 - amino -5 - [(dimethylamino) carbonyl] cyclohexyl] carbamic acid tert-butyl formate. The compound N - [(1R, 2R, 5S) -5 - [(dimethylamino) carbonyl] -2 - hydroxycyclohexyl] carbamic acid tert-butyl carbamate and the DBU azidate are then reacted to obtain N - [(1R, 2R, 5S) -5 - [(dimethylamino) carbonyl] cyclohexyl] carbamic acid tert-butyl formate in the presence of DBU to obtain the corresponding amino. N - [(1R, 2S, 5S) -2 - amino -2 -5 - [(dimethylamino) carbonyl] cyclohexyl] carbamic acid tert-butyl formate in the presence of a DBU to obtain the corresponding amino compound. N - 2S [(dimethylamino) carbonyl] cyclohexyl] carbamic acid tert-butyl formate 1R 5S -2 -5 . (by machine translation)
Development of an Efficient Manufacturing Process for a Key Intermediate in the Synthesis of Edoxaban
Michida, Makoto,Ishikawa, Hideaki,Kaneda, Takeshi,Tatekabe, Shinya,Nakamura, Yoshitaka
, p. 524 - 534 (2019/03/07)
We report the development of a novel synthetic method to access a key intermediate in the synthesis of edoxaban. The main features of the new synthetic method are an improvement in the approach for the synthesis of a key chiral bromolactone, application of an interesting cyclization reaction utilizing neighboring group participation to construct a differentially protected 1,2-cis-diamine, and implementation of plug-flow reactor technology to enable the reaction of an unstable intermediate on multihundred kilogram scale. The overall yield for the preparation of edoxaban was significantly increased by implementing these changes and led to a more efficient and environmentally friendly manufacturing process.
Imide intermediate compound as well as preparation method and application thereof
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Paragraph 0034; 0037, (2018/12/13)
The invention discloses an imide intermediate compound adopting a structure shown as a formula (II) and a preparation method of the imide intermediate compound. The imide intermediate compound can beused as an intermediate for preparing a precursor compound of an anticoagulant edoxaban. The preparation method comprises the following steps: adding a compound adopting a structure shown as a formula(I) into a reaction solvent, introducing a compound containing a nucleophilic amino group into a compound adopting the structure shown as the formula (I) under the action of an azo reagent and ternary substituted phosphorus, converting a hydroxyl group at 1st position into an amino group, and reversing the configuration to obtain the intermediate adopting the structure shown as the formula (II);adding the imide intermediate in alkali, and removing a protecting group to obtain the precursor compound, adopting the structure shown as a formula (III), of the edoxaban. Use of explosive or highlytoxic compounds in the preparation process and a subsequent high-pressure hydrogenation reaction are avoided, not only the chiral purity of a product is greatly improved, but also the production costcan be reduced, safety hazards in the production process are solved, the production cycle is greatly shortened, and the production efficiency is significantly improved.