863645-29-8Relevant academic research and scientific papers
Synthesis method of elagolix intermediate
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, (2020/02/17)
The invention relates to a synthesis method of an elagolix intermediate. Specifically, the invention provides a synthesis method of an elagolix intermediate compound X and an elagolix intermediate compound I. According to the method, 2-fluoro-3-methoxy-phenylacetic acid is used as a raw material, and the steps of cyclization, hydrolysis, amino protection, condensation, Mitsunobu reaction and the like are carried out in sequence, so that the elagolix intermediate compound X and the elagolix intermediate compound I are obtained. The method has the advantages of cheap and easily available reagents, high conversion rate, simple operation and low process cost, and is suitable for industrialization.
A four-step synthesis of 2 - bromo -2 - (2 - fluoro -3 - methoxyphenyl) acetic acid ethyl ester
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Paragraph 0040; 0041; 0052; 0053; 0064; 0065; 0076; 0077, (2019/06/05)
The invention discloses a four-step synthesis of 2 - bromo - 2 - (2 - fluoro - 3 - methoxyphenyl) acetic acid ethyl ester method, the synthetic route shown in the following chart: The formula II compounds as the starting material, compound VI [...], compounds of formula VII, formula VIII synthesis of the compounds, represented by the formula VIII compound at the end of the compound of formula I for the preparation of 2 - bromo - 2 - (2 - fluoro - 3 - methoxyphenyl) ethyl acetate, the invention discloses a synthetic route process, compared with the prior art reported synthetic route, not only few reaction steps, preparation cycle is short, and the reaction yield is high, less waste, as an industrial production process line application prospect.
HETEROCYCLIC CARBOXYLIC ACIDS AS ACTIVATORS OF SOLUBLE GUANYLATE CYCLASE
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, (2016/02/18)
The present invention relates to compounds of formula I: and pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R5, R6, R7, R8, R9, B, V, W, X, Y, Z and m are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.
Inverting the regioselectivity of the berberine bridge enzyme by employing customized fluorine-containing substrates
Resch, Verena,Lechner, Horst,Schrittwieser, Joerg H.,Wallner, Silvia,Gruber, Karl,MacHeroux, Peter,Kroutil, Wolfgang
, p. 13173 - 13179 (2013/01/15)
Fluorine is commonly applied in pharmaceuticals to block the degradation of bioactive compounds at a specific site of the molecule. Blocking of the reaction center of the enzyme-catalyzed ring closure of 1,2,3,4- tetrahydrobenzylisoquinolines by a fluoro moiety allowed redirecting the berberine bridge enzyme (BBE)-catalyzed transformation of these compounds to give the formation of an alternative regioisomeric product namely 11-hydroxy-functionalized tetrahydroprotoberberines instead of the commonly formed 9-hydroxy-functionalized products. Alternative strategies to change the regioselectivity of the enzyme, such as protein engineering, were not applicable in this special case due to missing substrate-enzyme interactions. Medium engineering, as another possible strategy, had clear influence on the regioselectivity of the reaction pathway, but did not lead to perfect selectivity. Thus, only substrate tuning by introducing a fluoro moiety at one potential reactive carbon center switched the reaction to the formation of exclusively one regioisomer with perfect enantioselectivity. Custom-made substrates: Employing customized substrates with a fluoro atom at the normally preferred reaction site switched the regioselectivity of the berberine-bridged enzyme. With this strategy, it was possible to get access to (S)-11-hydroxy-functionalized berbines in an asymmetric fashion by using the wild-type enzyme (see scheme). Copyright
ESTROGEN RECEPTOR MODULATORS AND USES THEREOF
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Page/Page column 124, (2012/01/05)
Described herein are compounds that are estrogen receptor modulators. Also described are pharmaceutical compositions and medicaments that include the compounds described herein, as well as methods of using such estrogen receptor modulators, alone and in combination with other compounds, for treating diseases or conditions that are mediated or dependent upon estrogen receptors.
AMIDE COMPOUNDS AND USE THEREOF
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Page/Page column 42, (2010/04/06)
An amide compound of the formula (I): wherein R1 represents a hydrogen atom or a fluorine atom and R2 represents a C1-C6 linear alkyl group or a linear (C1-C2 alkoxy)C2-C5 alkyl group, has an excellent controlling effect on a plant disease.
AMIDE COMPOUNDS AND USE THEREOF
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Page/Page column 41, (2010/04/06)
An amide compound of the formula (I): wherein R1 represents a hydrogen atom or a fluorine atom and R2 represents a C3-C8 linear alkenyl group or C3-C8 linear alkynyl group, has an excellent controlling effect on a plant disease.
