70627-52-0Relevant articles and documents
A new class of ezetimibe derivative and its preparation method (by machine translation)
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Paragraph 0036-0039; 0060-0062, (2019/03/08)
The present invention provides a new class of ezetimibe derivatives, characterized in that its structural formula as shown in formula I: The invention the ezetimibe derivatives improves the water-solubility of ezetimibe, more conducive to clinical use. (by machine translation)
Preparation method of ezetimibe for treating hyperlipidemia
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Paragraph 0021; 0023; 0031; 0038, (2018/03/25)
The invention discloses a preparation method of ezetimibe for treating hyperlipidemia, and belongs to the field of drug synthesizing. The method is characterized in that a compound 2 is treated as theraw material and subjected to four synthesizing steps to prepare ezetimibe 1, wherein the four steps include the step of protection for carbonyl group, cyclizing, carbonyl reduction and hydrogenationdeprotection. Compared with methods in existing documents, the preparation method has the advantages that the use of polluting titanium agents is avoided; the synthesizing steps are decreased; the technology stability is improved; massive production can be performed.
Visible-Light Photocatalytic Synthesis of Amines from Imines via Transfer Hydrogenation Using Quantum Dots as Catalysts
Xi, Zi-Wei,Yang, Lei,Wang, Dan-Yan,Pu, Chao-Dan,Shen, Yong-Miao,Wu, Chuan-De,Peng, Xiao-Gang
, p. 11886 - 11895 (2018/09/25)
CdSe/CdS core/shell quantum dots (QDs) can be used as stable and highly active photoredox catalysts for efficient transfer hydrogenation of imines to amines with thiophenol as a hydrogen atom donor. This reaction proceeds via a proton-coupled electron transfer (PCET) from the QDs conduction band to the protonated imine followed by hydrogen atom transfer from the thiophenol to the α-aminoalkyl radical. This precious metal free transformation is easy to scale up and can be carried out by a one-pot protocol directly from aldehyde, amine, and thiophenol. Additional advantageous features of this protocol include a wide substrate scope, high yield of the amine products, extremely low catalyst loading (0.001 mol %), high turnover number (105), and the mild reaction conditions of using visible light or sun light at room temperature in neutral media.
Ezetimibe intermediate, synthesis method of intermediate and synthesis method of ezetimibe
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Paragraph 0092; 0093, (2017/07/01)
The invention provides an ezetimibe intermediate, a synthesis method of the intermediate and a synthesis method of ezetimibe. The method is short in synthetic route. The method includes the steps of making fluorobenzene as the initial raw material sequentially have acylation reaction with glutaric anhydride and 4(S)-4-phenyl oxazolidinone to generate a compound II, protecting carbonyl through 2,2-bis-substituted-1,3-propylene glycol to obtain a compound III, generating a compound V through the compound III and a compound IV under the catalysis of titanium tetrachloride, cyclizing the compound V to generate a compound VI, hydrolyzing the compound VI to obtain a compound VII, and reducing the compound VII through a borane chiral reducing agent and removing a benzyl protecting group in a hydrogenated mode to obtain the ezetimibe. The method is high in yield, little in side reaction and suitable for industrial mass production.
METHOD FOR PRODUCING EZETIMIBE AND INTERMEDIATE THEREOF
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, (2017/03/08)
PROBLEM TO BE SOLVED: To provide a method for producing ezetimibe that is a cholesterol-lowering agent. SOLUTION: The present invention provides a method for producing ezetimibe (I) that generates intermediate (M1) and eliminates a protecting group. [R1 is a benzyl group and others, R2 is an ether protecting group such as a silyl ether protecting group]. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
Synthesis process of ezetimibe intermediate
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Paragraph 0029, (2016/10/24)
The invention discloses a synthesis process of an ezetimibe intermediate which is (2S,3S)-2-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)-4-oxoazetidine-3-carboxaldehyde (an intermediate E6); (s)-4-phenyl-2-oxazolone and ethyl malonyl chloride as raw materials are subjected to condensation through condensation catalysis of TMSCl and TBAF to obtain an intermediate E3, the intermediate E3 and N-(4-fluorophenyl)-4-benzyloxybenzylidene amine are subjected to condensation under catalysis of titanium tetrachloride to obtain an intermediate E4, the intermediate E4 is subjected to cyclization under catalysis of BSA and FBAF to produce beta-lactam intermediate E5, and then the intermediate E5 is reduced by DIBALH into the aldehyde intermediate E6. The raw materials adopted by the process are cheap and easy to obtain, a solvent is single, the reaction time is short, the production cost is low, the yield is high, the operation of production units is simple, and the synthesis process is suitable for industrialized production.
PROCESS FOR PREPARING HIGHLY PURE EZETIMIBE USING NOVEL INTERMEDIATES
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Page/Page column 17, (2008/12/08)
The present invention relates to an industrially advantageous process for the preparation of ezetimibe of formula (I) in high yields by using novel benzyl ester intermediates. The present invention further provides a process for the purification of ezetimibe of formula (I).
First synthesis of N-(4-fluorophenyl)-5-(4-fluorophenyl)-2(4- hydroxybenzyl)pentanamide, a new potential cholesterol absorption inhibitor
Guillon,Stiebing,Robba
, p. 25 - 29 (2007/10/03)
The first synthesis of N-(4-fluorophenyl)-5-(4-fluorophenyl)-2-(4- hydroxybenzyl)pentanamide and a new synthesis of 1-(4-fluorophenyl)-3-[(4- fluorophenyl)propyl]-4-(4-hydroxyphenyl)-2-azetidinone starting from 4- fluorobenzaldehyde are described. This new amide could represent a potential new cholesterol absorption inhibitor.
