1012341-50-2Relevant articles and documents
Diastereoselective Synthesis of an Industrially Relevant 4-Aminopentanoic Acid by Asymmetric Catalytic Hydrogenation in a Biphasic System Using Aqueous Sodium Hydroxide as Substrate Phase
Piscopo, Calogero G.,Gallou, Fabrice,Leitner, Walter,Franciò, Giancarlo
, p. 353 - 357 (2017)
A 'basic solution' for multiphase catalysis: The diastereoselective synthesis of a pharmaceutically relevant 4-aminopentanoic acid derivative has been studied using a chiral homogeneous catalyst in tailored biphasic reaction media. Different polar solvents were investigated as the stationary phase for the well-established Ru-Mandyphos catalyst in combination with aqueous NaOH as the substrate and product phase. Facile product isolation and effective recycling of the catalyst phase were demonstrated at gram-scale. In particular, up to 3200 turnovers have been achieved in seven repetitive batches with a diastereoselectivity of 87-96% using [EMIM][NTf2]/NaOHaq as the biphasic system.
Synthesis, Isolation, and Analysis of Stereoisomers of Sacubitril
Halama, Ale?,Zapadlo, Michal
, p. 102 - 107 (2019)
An efficient industrial synthetic process for sacubitril has been developed. Stereoisomers derived from sacubitril and its crucial intermediate have been synthesized, isolated, and characterized for quality control. These stereoisomers were characterized by spectral data (MS and NMR) and used as reference standards for development of HPLC methods.
Method for preparing chiral biaryl substituted 4-amino-butyric acid and derivative thereof
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Paragraph 0057-0068, (2021/09/01)
The invention discloses a method for preparing chiral biaryl substituted 4-amino-butyric acid and a derivative thereof. The method belongs to chiral catalytic hydrogenation reaction, and has the advantages of high conversion rate, good selectivity, simplicity in operation, low catalyst dosage, low production cost, suitability for industrial large-scale production and the like.
Preparation method of sacubitril intermediate
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Paragraph 0033-0061, (2020/07/02)
The invention relates to a preparation method of a sacubitril intermediate, and belongs to the technical field of drug intermediate synthesis. The problems that existing operation is large in difficulty and not easy to control are solved. In the presence of a nickel salt catalyst and (R,R)-(-)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine, a compound (E)-(R)-5-biphenyl-4-yl-4-tert-butoxycarbonylamino-2-methylpent-2-enoic acid represented by formula II and ammonium formate are mixed in an alcohol solvent and undergo an asymmetric reduction reaction to obtain the corresponding sacubitril intermediate compound represented by formula I. The method does not need to be required to be in an inert atmosphere during production, and is more beneficial to operation. The cost of the raw materials is effectively reduced, and the effect of high yield can still be achieved.